Pub Date : 2022-02-01DOI: 10.1080/10610278.2023.2230334
H. Roithmeyer, Merle Uudsemaa, A. Trummal, Mari-Liis Brük, Sebastian Krämer, I. Reile, Vitālijs Rjabovs, Kirsti Palmi, M. Rammo, R. Aav, Elina Kalenius, J. Adamson
ABSTRACT Azobenzene macrocycles are widely investigated as potential drug delivery systems and as part of molecular machines due to their photo-responsive properties. Herein, we detect the formation of a series of new azobenzene macrocycles that feature up to eight switchable repeating units. High-resolution mass spectrometry and ion mobility (IM) mass spectrometry experiments and 1H and diffusion-ordered spectroscopy (DOSY) NMR are used to detect the presence of the macrocycles that contain 10 to 40 aromatic rings in the gas phase and solution, respectively. The responsiveness of the Z-to-E photo-switching of the smallest of the macrocycles, exhibiting two azobenzene units and in total 10 aromatic rings, separated with column chromatography, is studied with irradiation experiments, using both UV-Vis light and thermal excitation and relaxation, and monitoring the sample with UV-Vis absorption and 1H NMR spectroscopy. DFT calculations are used to understand the conformation of this isolated species in solution.
{"title":"Large Azobenzene Macrocycles: Formation and Detection by NMR and MS Methods","authors":"H. Roithmeyer, Merle Uudsemaa, A. Trummal, Mari-Liis Brük, Sebastian Krämer, I. Reile, Vitālijs Rjabovs, Kirsti Palmi, M. Rammo, R. Aav, Elina Kalenius, J. Adamson","doi":"10.1080/10610278.2023.2230334","DOIUrl":"https://doi.org/10.1080/10610278.2023.2230334","url":null,"abstract":"ABSTRACT Azobenzene macrocycles are widely investigated as potential drug delivery systems and as part of molecular machines due to their photo-responsive properties. Herein, we detect the formation of a series of new azobenzene macrocycles that feature up to eight switchable repeating units. High-resolution mass spectrometry and ion mobility (IM) mass spectrometry experiments and 1H and diffusion-ordered spectroscopy (DOSY) NMR are used to detect the presence of the macrocycles that contain 10 to 40 aromatic rings in the gas phase and solution, respectively. The responsiveness of the Z-to-E photo-switching of the smallest of the macrocycles, exhibiting two azobenzene units and in total 10 aromatic rings, separated with column chromatography, is studied with irradiation experiments, using both UV-Vis light and thermal excitation and relaxation, and monitoring the sample with UV-Vis absorption and 1H NMR spectroscopy. DFT calculations are used to understand the conformation of this isolated species in solution.","PeriodicalId":22084,"journal":{"name":"Supramolecular Chemistry","volume":null,"pages":null},"PeriodicalIF":3.3,"publicationDate":"2022-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"75620475","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2022-02-01DOI: 10.1080/10610278.2023.2254442
D. Eggers, Adam Brewer, Kimberly J. Cacatian, L. A. Camat, Dominic Castagnoli, Nina Chuang, Lillian N. Chung, Thanh Do, Emily Huynh, Thanayuth Jenpichitkulchai, Anoop Kaur, Frank Le, Roy Ong, Duc Pham, Kevin Shao
ABSTRACT The thermodynamics of model host–guest-binding reactions is examined in depth using isothermal titration calorimetry. In conflict with classical thermodynamics, the results indicate that the equilibrium-binding quotient, K, is not a constant for all pairings. This outcome is predicted by an equation for binding equilibria that includes an explicit term for the change in solvation free energy that accompanies the formation of a binary complex. Application of this framework to the experimentally observed concentration dependence of K allows one to obtain the energetic contribution of the solvent, a linked equilibrium denoted here as ΔG H2O. The estimated values of ΔG H2O are large and unfavourable for the binding of selected guest molecules to two hosts, cucurbit[7]uril and p-sulfonatocalix[4]arene. Intriguingly, the estimated values of ΔG H2O are near zero for the binding of two hydrophobic guest molecules to β-cyclodextrin, leading to a thought-provoking discussion on the driving force behind the hydrophobic effect. Graphical abstract
{"title":"Model binding experiments with cucurbit[7]uril and p-sulfonatocalix[4]arene support use of explicit solvation term in governing equation for binding equilibria","authors":"D. Eggers, Adam Brewer, Kimberly J. Cacatian, L. A. Camat, Dominic Castagnoli, Nina Chuang, Lillian N. Chung, Thanh Do, Emily Huynh, Thanayuth Jenpichitkulchai, Anoop Kaur, Frank Le, Roy Ong, Duc Pham, Kevin Shao","doi":"10.1080/10610278.2023.2254442","DOIUrl":"https://doi.org/10.1080/10610278.2023.2254442","url":null,"abstract":"ABSTRACT The thermodynamics of model host–guest-binding reactions is examined in depth using isothermal titration calorimetry. In conflict with classical thermodynamics, the results indicate that the equilibrium-binding quotient, K, is not a constant for all pairings. This outcome is predicted by an equation for binding equilibria that includes an explicit term for the change in solvation free energy that accompanies the formation of a binary complex. Application of this framework to the experimentally observed concentration dependence of K allows one to obtain the energetic contribution of the solvent, a linked equilibrium denoted here as ΔG H2O. The estimated values of ΔG H2O are large and unfavourable for the binding of selected guest molecules to two hosts, cucurbit[7]uril and p-sulfonatocalix[4]arene. Intriguingly, the estimated values of ΔG H2O are near zero for the binding of two hydrophobic guest molecules to β-cyclodextrin, leading to a thought-provoking discussion on the driving force behind the hydrophobic effect. Graphical abstract","PeriodicalId":22084,"journal":{"name":"Supramolecular Chemistry","volume":null,"pages":null},"PeriodicalIF":3.3,"publicationDate":"2022-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"78539968","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2022-02-01DOI: 10.1080/10610278.2023.2223333
Jinyang Wu, Long Chen, Xuan Sun, Song Huang, Xiaowei Li, Wen Feng, Li-hua Yuan
ABSTRACT Exploration of host–guest complexation between a shape-persistent H-bonded macrocycle and flexible guests may enable construction of new pseudorotaxanes systems. Here, we present the impact of varying the spacer length of four bis(4-phenylpyridinium) guests G1-G4 on production of pseudorotaxanes with a 2D H-bonded macrocycle 1a. The host–guest complexes are probed by 1H NMR, 2D NOESY and UV–vis spectroscopic techniques. [2]- and [3]- pseudorotaxane assemblies are formed specifically using these guests, demonstrating the dependency of accessing [2]- and [3]- pseudorotaxane on the spacer length of these dications. Theoretical calculations reveal the difference in the conformation of the guests between these two binding modes: the one with a 1:1 stoichiometry (spacer length: C4 and C6) show Z-shaped conformation and the other with a 2:1 stoichiometry (spacer length: C8 and C10) take a linear conformation. The findings of the threading modes may help develop new H-bonded macrocycle-based rotaxanes and other related mechanically interlocked molecules. GRAPHICAL ABSTRACT
{"title":"Controlling selective formation of [2]- and [3]-pseudorotaxanes by tuning spacer length of guests","authors":"Jinyang Wu, Long Chen, Xuan Sun, Song Huang, Xiaowei Li, Wen Feng, Li-hua Yuan","doi":"10.1080/10610278.2023.2223333","DOIUrl":"https://doi.org/10.1080/10610278.2023.2223333","url":null,"abstract":"ABSTRACT Exploration of host–guest complexation between a shape-persistent H-bonded macrocycle and flexible guests may enable construction of new pseudorotaxanes systems. Here, we present the impact of varying the spacer length of four bis(4-phenylpyridinium) guests G1-G4 on production of pseudorotaxanes with a 2D H-bonded macrocycle 1a. The host–guest complexes are probed by 1H NMR, 2D NOESY and UV–vis spectroscopic techniques. [2]- and [3]- pseudorotaxane assemblies are formed specifically using these guests, demonstrating the dependency of accessing [2]- and [3]- pseudorotaxane on the spacer length of these dications. Theoretical calculations reveal the difference in the conformation of the guests between these two binding modes: the one with a 1:1 stoichiometry (spacer length: C4 and C6) show Z-shaped conformation and the other with a 2:1 stoichiometry (spacer length: C8 and C10) take a linear conformation. The findings of the threading modes may help develop new H-bonded macrocycle-based rotaxanes and other related mechanically interlocked molecules. GRAPHICAL ABSTRACT","PeriodicalId":22084,"journal":{"name":"Supramolecular Chemistry","volume":null,"pages":null},"PeriodicalIF":3.3,"publicationDate":"2022-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"83394621","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2022-01-02DOI: 10.1080/10610278.2023.2178724
Nathalie Busschaert, Víctor García‐López, Chenfeng Ke, C. McGuirk, L. S. Shimizu, Margaret C. Gerthoffer, Nabarupa Bhattacharjee
ABSTRACT Early-career scientists need opportunities to present their research and to network. Although within the supramolecular chemistry community, local conferences that provide such opportunities have arisen over the last few decades, a suitable conference in North America had not been organised. To counter this situation, in 2022, we (Nathalie Busschaert (Tulane) and Clifton J Stephenson (Loyola University of New Orleans)) organised the first North American Supramolecular Chemistry (NASC) meeting to bring together supramolecular chemists from across the continent and to provide career-building opportunities for PhD students and postdocs. For this Conference Proceeding, we asked some of the invited speakers, as well as the winners of the best talk prizes, to provide their opinion of the meeting and their vision on the future of supramolecular chemistry in North America. Graphical abstract
{"title":"NASC: bringing together supramolecular chemists from across North America","authors":"Nathalie Busschaert, Víctor García‐López, Chenfeng Ke, C. McGuirk, L. S. Shimizu, Margaret C. Gerthoffer, Nabarupa Bhattacharjee","doi":"10.1080/10610278.2023.2178724","DOIUrl":"https://doi.org/10.1080/10610278.2023.2178724","url":null,"abstract":"ABSTRACT Early-career scientists need opportunities to present their research and to network. Although within the supramolecular chemistry community, local conferences that provide such opportunities have arisen over the last few decades, a suitable conference in North America had not been organised. To counter this situation, in 2022, we (Nathalie Busschaert (Tulane) and Clifton J Stephenson (Loyola University of New Orleans)) organised the first North American Supramolecular Chemistry (NASC) meeting to bring together supramolecular chemists from across the continent and to provide career-building opportunities for PhD students and postdocs. For this Conference Proceeding, we asked some of the invited speakers, as well as the winners of the best talk prizes, to provide their opinion of the meeting and their vision on the future of supramolecular chemistry in North America. Graphical abstract","PeriodicalId":22084,"journal":{"name":"Supramolecular Chemistry","volume":null,"pages":null},"PeriodicalIF":3.3,"publicationDate":"2022-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"86122131","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2022-01-02DOI: 10.1080/10610278.2023.2174025
R. Navarro, Yedith Soberanes, M. Inoue
ABSTRACT This is an addendum to our preceding article, ‘NMR pD-variation method to determine the proper stabilities of organic electrolyte complexes: case of histidine complexes with a cyclophane acid’ Supramolecular Chemistry https://doi.org/10.1080/10610278.2022.2134017, which proposes that the species distribution of complexes between organic electrolytes is determined by observing the pD dependence of NMR signals for a mixture of the reactants; the species distribution can be replotted in a pH scale. This addendum demonstrates that the process of data analysis is simplified even more reliably by employing a global fitting method in place of a local, successive method used previously; comparative evaluation was made using Excel® spreadsheets appended. The straightforward global analysis will facilitate the practice of pD-variation NMR titration. The application range is potentially extendable by the use of 13C NMR, which overcomes some weak points of the 1H NMR method. Grapical abstract
{"title":"Global analysis for pD-variation NMR titration of organic electrolyte complexes","authors":"R. Navarro, Yedith Soberanes, M. Inoue","doi":"10.1080/10610278.2023.2174025","DOIUrl":"https://doi.org/10.1080/10610278.2023.2174025","url":null,"abstract":"ABSTRACT This is an addendum to our preceding article, ‘NMR pD-variation method to determine the proper stabilities of organic electrolyte complexes: case of histidine complexes with a cyclophane acid’ Supramolecular Chemistry https://doi.org/10.1080/10610278.2022.2134017, which proposes that the species distribution of complexes between organic electrolytes is determined by observing the pD dependence of NMR signals for a mixture of the reactants; the species distribution can be replotted in a pH scale. This addendum demonstrates that the process of data analysis is simplified even more reliably by employing a global fitting method in place of a local, successive method used previously; comparative evaluation was made using Excel® spreadsheets appended. The straightforward global analysis will facilitate the practice of pD-variation NMR titration. The application range is potentially extendable by the use of 13C NMR, which overcomes some weak points of the 1H NMR method. Grapical abstract","PeriodicalId":22084,"journal":{"name":"Supramolecular Chemistry","volume":null,"pages":null},"PeriodicalIF":3.3,"publicationDate":"2022-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"73198082","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2022-01-02DOI: 10.1080/10610278.2023.2176013
{"title":"Statement of Retraction","authors":"","doi":"10.1080/10610278.2023.2176013","DOIUrl":"https://doi.org/10.1080/10610278.2023.2176013","url":null,"abstract":"","PeriodicalId":22084,"journal":{"name":"Supramolecular Chemistry","volume":null,"pages":null},"PeriodicalIF":3.3,"publicationDate":"2022-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"78483011","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2022-01-02DOI: 10.1080/10610278.2023.2177162
Niklas Klangwart, Céline Ruijs, C. Hawes, T. Gunnlaugsson, O. Kotova
ABSTRACT The synthesis and characterisation of tripodal ligand 1 containing 1,3,5-benzenetricarboxamide core and diethyl 4-(phenylethynyl)pyridine-2,6-dicarboxylate is described. The crystal structure of the intermediate tripodal molecule 7 exhibits an unusual staggered hydrogen-bonded chain motif instead of the anticipated helical assembly. We studied the basic photophysical properties of 1 in solvents of various polarity including CH3OH, CH3CN, DMSO, and CHCl3. The self-assembly experiments between 1 and Eu(CF3SO3)3⋅6H2O confirmed the formation of metal-ligand self-assembly species in the solution of CH3CN. It was also shown that the excitation of the Eu(III)-centred emission in such species occurred through the energy transfer from the ligand acting as an antenna to the metal centre. The binding constant values were evaluated using the nonlinear regression analysis software SPECFIT®, and their values correspond to those previously observed for the assemblies between 2,6-dipicolinic acid derivatives and lanthanide ions. This work describes the synthesis of tripodal 1,3,5-benzenetricarboxamide ligand with dipicolinic acid units and its binding with Eu(III) ions in solution. The photophysical properties of the target tripodal ligand were studied in solvents of various polarity. The self-assembly experiments between the ligand and Eu(III) ions in solution confirmed the formation of luminescent metal-ligand self-assembly species. Graphical abstract
{"title":"Tripodal 1,3,5-benzenetricarboxamide ligand with dipicolinic acid units and its binding with Eu(III) ions","authors":"Niklas Klangwart, Céline Ruijs, C. Hawes, T. Gunnlaugsson, O. Kotova","doi":"10.1080/10610278.2023.2177162","DOIUrl":"https://doi.org/10.1080/10610278.2023.2177162","url":null,"abstract":"ABSTRACT The synthesis and characterisation of tripodal ligand 1 containing 1,3,5-benzenetricarboxamide core and diethyl 4-(phenylethynyl)pyridine-2,6-dicarboxylate is described. The crystal structure of the intermediate tripodal molecule 7 exhibits an unusual staggered hydrogen-bonded chain motif instead of the anticipated helical assembly. We studied the basic photophysical properties of 1 in solvents of various polarity including CH3OH, CH3CN, DMSO, and CHCl3. The self-assembly experiments between 1 and Eu(CF3SO3)3⋅6H2O confirmed the formation of metal-ligand self-assembly species in the solution of CH3CN. It was also shown that the excitation of the Eu(III)-centred emission in such species occurred through the energy transfer from the ligand acting as an antenna to the metal centre. The binding constant values were evaluated using the nonlinear regression analysis software SPECFIT®, and their values correspond to those previously observed for the assemblies between 2,6-dipicolinic acid derivatives and lanthanide ions. This work describes the synthesis of tripodal 1,3,5-benzenetricarboxamide ligand with dipicolinic acid units and its binding with Eu(III) ions in solution. The photophysical properties of the target tripodal ligand were studied in solvents of various polarity. The self-assembly experiments between the ligand and Eu(III) ions in solution confirmed the formation of luminescent metal-ligand self-assembly species. Graphical abstract","PeriodicalId":22084,"journal":{"name":"Supramolecular Chemistry","volume":null,"pages":null},"PeriodicalIF":3.3,"publicationDate":"2022-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"82101935","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2022-01-02DOI: 10.1080/10610278.2023.2178921
Sarah R. Herschede, R. Salam, Hassan Gneid, Nathalie Busschaert
ABSTRACT There is a growing fear that bacteria are emerging that are resistant to most known antibiotics, which could lead to an increasing number of fatalities due to bacterial infections. There is therefore an urgent need for the development of novel antibacterial products, preferably with novel mode of actions for which there are no known resistance pathways. We have previously found serendipitously that a simple urea-based compound functions as a potent antibacterial agent. In this manuscript, we use bacterial cytological profiling (BCP) to determine its mechanism of action. BCP reveals that the urea is acting through a membrane-based pathway that is comparable to, but distinct from, the mechanism of cationophore calcimycin. Additional liposome-based assays suggest that the likely mechanism of action of this mono-urea is transmembrane anion transport. This finding highlights that synthetic anionophores could be used as potential antibiotics. Graphical abstract
{"title":"Bacterial cytological profiling identifies transmembrane anion transport as the mechanism of action for a urea-based antibiotic","authors":"Sarah R. Herschede, R. Salam, Hassan Gneid, Nathalie Busschaert","doi":"10.1080/10610278.2023.2178921","DOIUrl":"https://doi.org/10.1080/10610278.2023.2178921","url":null,"abstract":"ABSTRACT There is a growing fear that bacteria are emerging that are resistant to most known antibiotics, which could lead to an increasing number of fatalities due to bacterial infections. There is therefore an urgent need for the development of novel antibacterial products, preferably with novel mode of actions for which there are no known resistance pathways. We have previously found serendipitously that a simple urea-based compound functions as a potent antibacterial agent. In this manuscript, we use bacterial cytological profiling (BCP) to determine its mechanism of action. BCP reveals that the urea is acting through a membrane-based pathway that is comparable to, but distinct from, the mechanism of cationophore calcimycin. Additional liposome-based assays suggest that the likely mechanism of action of this mono-urea is transmembrane anion transport. This finding highlights that synthetic anionophores could be used as potential antibiotics. Graphical abstract","PeriodicalId":22084,"journal":{"name":"Supramolecular Chemistry","volume":null,"pages":null},"PeriodicalIF":3.3,"publicationDate":"2022-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79676186","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2022-01-02DOI: 10.1080/10610278.2023.2213795
Yuhu Che, Xiao-Ni Qi, Wen-juan Qu, Qi Lin, Hong Yao, You‐Ming Zhang, T. Wei
ABSTRACT Selective monitoring and targeted identification of various noxious ions have received significant attention in biology, industry and environments. Herein, we developed an easily available colorimetric and fluorescence sensor (PZ) based on phenazine derivative, successfully achieving the discriminative detection of Hg2+ and CN− ions. Compared with other interfering ions, PZ had high sensitivity and specificity towards Hg2+ and CN−. The lowest limits of Hg2+ and CN- by PZ were 1.52 × 10−8 M and 7.05 × 10−7 M, respectively. Significantly, this chemosensor PZ allowed visual monitoring of toxic Hg2+ and CN− ions in a few seconds, presenting a great potential in the practical application (skin-whitening cosmetic, water samples, and nutlet). Such an effective strategy is expected to offer some guidance for distinguishing the identification of toxic ions in optical sensing. Graphical abstract
{"title":"A dual-functional chemosensor based on phenazine derivative for detecting toxic ions in water samples and cosmetic","authors":"Yuhu Che, Xiao-Ni Qi, Wen-juan Qu, Qi Lin, Hong Yao, You‐Ming Zhang, T. Wei","doi":"10.1080/10610278.2023.2213795","DOIUrl":"https://doi.org/10.1080/10610278.2023.2213795","url":null,"abstract":"ABSTRACT Selective monitoring and targeted identification of various noxious ions have received significant attention in biology, industry and environments. Herein, we developed an easily available colorimetric and fluorescence sensor (PZ) based on phenazine derivative, successfully achieving the discriminative detection of Hg2+ and CN− ions. Compared with other interfering ions, PZ had high sensitivity and specificity towards Hg2+ and CN−. The lowest limits of Hg2+ and CN- by PZ were 1.52 × 10−8 M and 7.05 × 10−7 M, respectively. Significantly, this chemosensor PZ allowed visual monitoring of toxic Hg2+ and CN− ions in a few seconds, presenting a great potential in the practical application (skin-whitening cosmetic, water samples, and nutlet). Such an effective strategy is expected to offer some guidance for distinguishing the identification of toxic ions in optical sensing. Graphical abstract","PeriodicalId":22084,"journal":{"name":"Supramolecular Chemistry","volume":null,"pages":null},"PeriodicalIF":3.3,"publicationDate":"2022-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"90062895","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2022-01-02DOI: 10.1080/10610278.2023.2189346
Cally J. E. Haynes, Nicholas G. White
The synthesis of pillar[n]arene macrocycles has been one of the most influential developments in the recent history of supramolecular chemistry. These macrocycles have a rich host – guest chemistry and can often be prepared in a single step. Writing in Nature Synthesis, a team led by Andrew Sue (winner of the 2021 Sessler Early Career Research Prize) have shown that pillar[5] arene derivatives can be used to form well-defined chiral nanotubes [1]. The nanotubes are formed in a singlestep condensation reaction of a penta-formyl macrocycle and phenylenediamine in quantitative yield (Figure 1). The penta-formyl compound was previously reported by the same group and was synthesised from tiara[5]arene, which was itself prepared from a rimdifferentiated pillar[5]arene [2]. Pillar[5]arenes are chiral but racemise rapidly in solution through rotation of the rings; however, in the nanotubes this rotation is locked and a pair of enantiomeric tubes were formed that could be separated using chiral HPLC. While the binding of chiral guests was not investigated, the nanotubes show strong binding of dihydroxyalkanes and dibromoalkanes with selectivity based on guest size.
{"title":"(Self) assembled news: recent highlights from the supramolecular chemistry literature (Quarter 1, 2023)","authors":"Cally J. E. Haynes, Nicholas G. White","doi":"10.1080/10610278.2023.2189346","DOIUrl":"https://doi.org/10.1080/10610278.2023.2189346","url":null,"abstract":"The synthesis of pillar[n]arene macrocycles has been one of the most influential developments in the recent history of supramolecular chemistry. These macrocycles have a rich host – guest chemistry and can often be prepared in a single step. Writing in Nature Synthesis, a team led by Andrew Sue (winner of the 2021 Sessler Early Career Research Prize) have shown that pillar[5] arene derivatives can be used to form well-defined chiral nanotubes [1]. The nanotubes are formed in a singlestep condensation reaction of a penta-formyl macrocycle and phenylenediamine in quantitative yield (Figure 1). The penta-formyl compound was previously reported by the same group and was synthesised from tiara[5]arene, which was itself prepared from a rimdifferentiated pillar[5]arene [2]. Pillar[5]arenes are chiral but racemise rapidly in solution through rotation of the rings; however, in the nanotubes this rotation is locked and a pair of enantiomeric tubes were formed that could be separated using chiral HPLC. While the binding of chiral guests was not investigated, the nanotubes show strong binding of dihydroxyalkanes and dibromoalkanes with selectivity based on guest size.","PeriodicalId":22084,"journal":{"name":"Supramolecular Chemistry","volume":null,"pages":null},"PeriodicalIF":3.3,"publicationDate":"2022-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"80751248","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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