Pub Date : 2019-07-01DOI: 10.1080/10426507.2019.1633320
Sevil Şenkardeş, I. Han, H. Hançer, Mürüvvet Abbak, Ö. Çevik, Ş. Güniz Küçükgüzel
Abstract A series of thiosemicarbazides were synthesized and structurally characterized by spectroscopic techniques (NMR, FT-IR) besides elemental analysis. These compounds were evaluated for their cytotoxicity against human breast cancer cell line MCF7 and prostate cancer cell line PC3 and nonmalignant fibroblast L929 cell line by MTT assay. Among the compounds, N-[2-(4-chlorophenyl)ethyl]-2-[(4-methylphenyl)sulfonyl]hydrazinecarbothioamide (3d) and 2-[(4-methylphenyl)sulfonyl]-N-[4-(trifluoromethoxy)phenyl]hydrazinecarbothioamide (3f) were found to display significant cytotoxicity with IC50 of 13.87 μM (against PC3 cell line) and 1.47 μM (against MCF7 cell line), respectively. These compounds were non-cytotoxic to normal cell line with IC50>100 μM. Western blotting studies demonstrated that compound 3f induced apoptosis and caused cell death in the MCF7 and PC3 cell lines via an increase in Bax protein expression and a slight decrease in Bcl-2 protein expression. The gene expression ratio Bax/Bcl-2 showed the induction of mitochondrial apoptosis in cancer cell lines. All of synthesized compounds have also been tested for antioxidant activity and all compounds achieved strong inhibition of the DPPH radical. These findings showed that compound 3f, displays potential to be further explored in the development of new anticancer agents. Graphical Abstract
{"title":"Synthesis, characterization and biological evaluation of some novel sulfonylthiosemicarbazides","authors":"Sevil Şenkardeş, I. Han, H. Hançer, Mürüvvet Abbak, Ö. Çevik, Ş. Güniz Küçükgüzel","doi":"10.1080/10426507.2019.1633320","DOIUrl":"https://doi.org/10.1080/10426507.2019.1633320","url":null,"abstract":"Abstract A series of thiosemicarbazides were synthesized and structurally characterized by spectroscopic techniques (NMR, FT-IR) besides elemental analysis. These compounds were evaluated for their cytotoxicity against human breast cancer cell line MCF7 and prostate cancer cell line PC3 and nonmalignant fibroblast L929 cell line by MTT assay. Among the compounds, N-[2-(4-chlorophenyl)ethyl]-2-[(4-methylphenyl)sulfonyl]hydrazinecarbothioamide (3d) and 2-[(4-methylphenyl)sulfonyl]-N-[4-(trifluoromethoxy)phenyl]hydrazinecarbothioamide (3f) were found to display significant cytotoxicity with IC50 of 13.87 μM (against PC3 cell line) and 1.47 μM (against MCF7 cell line), respectively. These compounds were non-cytotoxic to normal cell line with IC50>100 μM. Western blotting studies demonstrated that compound 3f induced apoptosis and caused cell death in the MCF7 and PC3 cell lines via an increase in Bax protein expression and a slight decrease in Bcl-2 protein expression. The gene expression ratio Bax/Bcl-2 showed the induction of mitochondrial apoptosis in cancer cell lines. All of synthesized compounds have also been tested for antioxidant activity and all compounds achieved strong inhibition of the DPPH radical. These findings showed that compound 3f, displays potential to be further explored in the development of new anticancer agents. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2019-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"78522002","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2019-06-28DOI: 10.1080/10426507.2019.1633323
Ali Irfan, Fozia Batool, Sajjad Ahmad, R. Ullah, Aeysha Sultan, R. Sattar, Bushra Nisar, Laila Rubab
Abstract 1,2,3-Thiadiazoles, structurally active pharmacophores have attracted significant attention of synthetic chemists, medicinal and pharmaceutical researchers because of their versatile biological activities against various diseases such as herbicidal, insecticidal, antiviral, antitumor, antimicrobial, anticancer, plants activator and anti-amoebic activities. A literature survey of the last decade presented in this review article summarizes the major synthetic approaches, methodologies and strategies adopted for the synthesis of 1,2,3-thiadiazole scaffolds which will be help for medicinal chemists and pharmacists in future synthesis and development of novel therapeutic agents. Graphical Abstract
{"title":"Recent trends in the synthesis of 1,2,3-thiadiazoles","authors":"Ali Irfan, Fozia Batool, Sajjad Ahmad, R. Ullah, Aeysha Sultan, R. Sattar, Bushra Nisar, Laila Rubab","doi":"10.1080/10426507.2019.1633323","DOIUrl":"https://doi.org/10.1080/10426507.2019.1633323","url":null,"abstract":"Abstract 1,2,3-Thiadiazoles, structurally active pharmacophores have attracted significant attention of synthetic chemists, medicinal and pharmaceutical researchers because of their versatile biological activities against various diseases such as herbicidal, insecticidal, antiviral, antitumor, antimicrobial, anticancer, plants activator and anti-amoebic activities. A literature survey of the last decade presented in this review article summarizes the major synthetic approaches, methodologies and strategies adopted for the synthesis of 1,2,3-thiadiazole scaffolds which will be help for medicinal chemists and pharmacists in future synthesis and development of novel therapeutic agents. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2019-06-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"81264510","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2019-06-27DOI: 10.1080/10426507.2019.1633318
A. Lozynskyi, B. Zimenkovsky, I. Ivasechko, J. Senkiv, A. Gzella, O. Karpenko, R. Stoika, R. Lesyk
Abstract The synthesis and anticancer activity evaluation of new thiazolo[4,5-b]pyridine-5-carboxylic acid amides is described. The structures of the synthesized compounds were confirmed by spectroscopic data and a single crystal X-ray diffraction analysis for 2.4. The synthesized compounds were screened for their in vitro anticancer activity according to US NCI protocols. The most active 7-(4-fluorophenyl)-2-oxo-2,3-dihydrothiazolo[4,5-b]pyridine-5-carboxylic acid (4-chlorophenyl)amide 2.2 and 7-(4-chlorophenyl)-2-oxo-2,3-dihydrothiazolo[4,5-b]pyridine-5-carboxylic acid (4-chlorophenyl)amide 2.5 were screened for their cytotoxicity effects on C6 Rat glioma cells and U373 Human glioblastoma astrocytoma cells which revealed promising results comparable to temozolamide as reference control according MTT assay data. GRAPHICAL ABSTRACT
{"title":"Synthesis and cytotoxicity of new 2-oxo-7-phenyl-2,3-dihydrothiazolo[4,5-b]pyridine-5-carboxylic acid amides","authors":"A. Lozynskyi, B. Zimenkovsky, I. Ivasechko, J. Senkiv, A. Gzella, O. Karpenko, R. Stoika, R. Lesyk","doi":"10.1080/10426507.2019.1633318","DOIUrl":"https://doi.org/10.1080/10426507.2019.1633318","url":null,"abstract":"Abstract The synthesis and anticancer activity evaluation of new thiazolo[4,5-b]pyridine-5-carboxylic acid amides is described. The structures of the synthesized compounds were confirmed by spectroscopic data and a single crystal X-ray diffraction analysis for 2.4. The synthesized compounds were screened for their in vitro anticancer activity according to US NCI protocols. The most active 7-(4-fluorophenyl)-2-oxo-2,3-dihydrothiazolo[4,5-b]pyridine-5-carboxylic acid (4-chlorophenyl)amide 2.2 and 7-(4-chlorophenyl)-2-oxo-2,3-dihydrothiazolo[4,5-b]pyridine-5-carboxylic acid (4-chlorophenyl)amide 2.5 were screened for their cytotoxicity effects on C6 Rat glioma cells and U373 Human glioblastoma astrocytoma cells which revealed promising results comparable to temozolamide as reference control according MTT assay data. GRAPHICAL ABSTRACT","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2019-06-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79560100","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2019-06-27DOI: 10.1080/10426507.2019.1633319
Shasha Zhang, X. Guo, Yuan Zhou, Yalan Yang, Hao Peng, H. He
Abstract Thirteen novel cyclic phosphates were rationally designed and synthesized by introducing diary ethers containing pyrimidine. All the target compounds were characterized by 1H, 13C, 31P NMR and HRMS. The test of herbicidal activity indicated that most of the compounds showed good herbicidal activities against Amaranthus retroflexus. The compounds IA-2 (1-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)propyl-2-((4,6-dimethoxypyrimidin-2-yl)oxy)benzoate) and IA-3 ((5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)(phenyl)methyl-2-((4,6-dimethoxypyrimidin-2-yl)oxy)benzoate) exhibited remarkable post-emergency herbicidal activity against the tested monocotyledonous weed at the dosage of 112.5 g ai/ha. Graphical Abstract
摘要通过引入含嘧啶的日记醚,合理设计合成了13种新型环状磷酸盐。所有目标化合物均通过1H、13C、31P NMR和HRMS进行了表征。除草活性试验表明,大部分化合物对红苋菜具有良好的除草活性。化合物IA-2(1-(5,5-二甲基-2-氧化-1,3,2-二氧磷-2-基)丙基-2-((4,6-二甲氧磷-2-基)氧)苯甲酸酯)和IA-3((5,5-二甲基-2-氧化-1,3,2-二氧磷-2-基)苯基)甲基-2-((4,6-二甲氧磷-2-基)苯甲酸酯)在112.5 g /ha剂量下对单子叶杂草表现出显著的灾后除草活性。图形抽象
{"title":"Design, synthesis and herbicidal activity of novel cyclic phosphonates with diaryl ethers containing pyrimidine","authors":"Shasha Zhang, X. Guo, Yuan Zhou, Yalan Yang, Hao Peng, H. He","doi":"10.1080/10426507.2019.1633319","DOIUrl":"https://doi.org/10.1080/10426507.2019.1633319","url":null,"abstract":"Abstract Thirteen novel cyclic phosphates were rationally designed and synthesized by introducing diary ethers containing pyrimidine. All the target compounds were characterized by 1H, 13C, 31P NMR and HRMS. The test of herbicidal activity indicated that most of the compounds showed good herbicidal activities against Amaranthus retroflexus. The compounds IA-2 (1-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)propyl-2-((4,6-dimethoxypyrimidin-2-yl)oxy)benzoate) and IA-3 ((5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)(phenyl)methyl-2-((4,6-dimethoxypyrimidin-2-yl)oxy)benzoate) exhibited remarkable post-emergency herbicidal activity against the tested monocotyledonous weed at the dosage of 112.5 g ai/ha. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2019-06-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"87591122","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2019-06-26DOI: 10.1080/10426507.2019.1633532
R. Mahesh, Rupali Sharma, P. Kour, Anil Kumar
Abstract A cerium(III) chloride-catalysed expeditious synthesis of α-hydroxyphosphonates via a modified Abramov synthetic protocol has been developed. The scope of the current protocol is broad, with a range of aromatic, α,β-unsaturated and heterocyclic aldehydes being efficiently converted to the anticipated products in very good to excellent yields (89–96%) in 15 min using low catalytic loading. The protocol was efficiently extended to hitherto unactivated cyclic ketones such as cyclopentanone and cyclohexanone to afford the required products in excellent yields. However, the reaction with cyclohexenone delivered a Michael product instead of the anticipated α-hydroxyphosphonates. The solvent-free conditions, low catalytic loadings, avoidance of toxic reagents and good to excellent yields are significant advantages of this protocol. Graphical Abstract
{"title":"CeCl3⋅7H2O-catalysed hydrophosphonylation of aldehydes and ketones: An expeditious route to α-hydroxyphosphonates under solvent-free conditions","authors":"R. Mahesh, Rupali Sharma, P. Kour, Anil Kumar","doi":"10.1080/10426507.2019.1633532","DOIUrl":"https://doi.org/10.1080/10426507.2019.1633532","url":null,"abstract":"Abstract A cerium(III) chloride-catalysed expeditious synthesis of α-hydroxyphosphonates via a modified Abramov synthetic protocol has been developed. The scope of the current protocol is broad, with a range of aromatic, α,β-unsaturated and heterocyclic aldehydes being efficiently converted to the anticipated products in very good to excellent yields (89–96%) in 15 min using low catalytic loading. The protocol was efficiently extended to hitherto unactivated cyclic ketones such as cyclopentanone and cyclohexanone to afford the required products in excellent yields. However, the reaction with cyclohexenone delivered a Michael product instead of the anticipated α-hydroxyphosphonates. The solvent-free conditions, low catalytic loadings, avoidance of toxic reagents and good to excellent yields are significant advantages of this protocol. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2019-06-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"82058469","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2019-06-24DOI: 10.1080/10426507.2019.1618300
H. Chauhan, Nitin Carpenter, S. Bhatiya, S. Joshi
Abstract Seven complexes of type [(C4H9i-O)2PS2]2SbR have been synthesized by the reaction of chlorobis(diisobutyldithiophosphato)antimony(III) with mixed thio and/or oxo donor ligands in 1:1 M stoichiometry, where R = SC6H5, OOCC6H5, SCH2COOH, SOCCH3, OOCCH3, SC6H4COOH and OOC(OH)C6H4. These newly synthesized derivatives have been characterized by different physicochemical (elemental analysis (C, H, S, Sb), melting point, molecular weight determination), spectral (UV, IR, NMR (1H, 13C and 31P)) studies, as well as ESI mass, thermal, powder XRD and biological studies. In the final step of weight loss in thermogravimetric analysis, occurring in the range of 245–505 °C, the degradation of the C6H3CO moieties takes place and antimony sulfide (1/2 Sb2S3) is obtained as remaining material, which is useful in various aspects. Bonded to antimony the diisobutyldithiophosphato substituent behaves as an anisobidentate ligand, which is confirmed through spectral analysis. Powder XRD studies indicate that these compounds crystallize in a monoclinic crystal system with an unit cell volume of ∼7074–7162 Å3 forming nano ranged (9.69–15.69 nm) crystallites. From the antimicrobial screening tests, bis(diisobutyldithiophosphato)antimony(III) thioglycolate (compound 3) has shown a maximum zone of inhibition (19 mm) against E. coli at 200 μg mL−1 concentration. Graphical Abstract
{"title":"Synthesis, characterization, structural elucidation and biological screening of some bis(diisobutyldithiophosphato)antimony(III) complexes","authors":"H. Chauhan, Nitin Carpenter, S. Bhatiya, S. Joshi","doi":"10.1080/10426507.2019.1618300","DOIUrl":"https://doi.org/10.1080/10426507.2019.1618300","url":null,"abstract":"Abstract Seven complexes of type [(C4H9i-O)2PS2]2SbR have been synthesized by the reaction of chlorobis(diisobutyldithiophosphato)antimony(III) with mixed thio and/or oxo donor ligands in 1:1 M stoichiometry, where R = SC6H5, OOCC6H5, SCH2COOH, SOCCH3, OOCCH3, SC6H4COOH and OOC(OH)C6H4. These newly synthesized derivatives have been characterized by different physicochemical (elemental analysis (C, H, S, Sb), melting point, molecular weight determination), spectral (UV, IR, NMR (1H, 13C and 31P)) studies, as well as ESI mass, thermal, powder XRD and biological studies. In the final step of weight loss in thermogravimetric analysis, occurring in the range of 245–505 °C, the degradation of the C6H3CO moieties takes place and antimony sulfide (1/2 Sb2S3) is obtained as remaining material, which is useful in various aspects. Bonded to antimony the diisobutyldithiophosphato substituent behaves as an anisobidentate ligand, which is confirmed through spectral analysis. Powder XRD studies indicate that these compounds crystallize in a monoclinic crystal system with an unit cell volume of ∼7074–7162 Å3 forming nano ranged (9.69–15.69 nm) crystallites. From the antimicrobial screening tests, bis(diisobutyldithiophosphato)antimony(III) thioglycolate (compound 3) has shown a maximum zone of inhibition (19 mm) against E. coli at 200 μg mL−1 concentration. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2019-06-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"91270208","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2019-05-27DOI: 10.1080/10426507.2019.1627057
G. Keglevich
I am happy to introduce this special issue of Phosphorus, Sulfur, and Silicon and the Related Elements, which presents voluntarily submitted papers from the 22 International Conference on Phosphorus Chemistry (www.icpc22.mke.org. hu) held in Budapest, Hungary from 8–13 July 2018. The venue for the conference was the Hotel Flamenco located in the heart of the Buda part of Budapest (Figure 1). It was a great honor for us, as Hungarian organophosphorus chemists, to have the pleasure of organizing this prestigious event in Hungary. ICPCs are always highly-ranked events held in the past every 3 years, and biannually, more recently. Prestigious gatherings, such as this one remain in great demand, and represent a continuum of high quality during a time when we receive many invitations to predatory conferences. ICPCs are indeed different kinds of events. My first such conference was the 10 ICPC in Bonn organized by
{"title":"Foreword for the special issue of phosphorus, sulfur, and silicon and the related elements dedicated to ICPC 22 – 2018","authors":"G. Keglevich","doi":"10.1080/10426507.2019.1627057","DOIUrl":"https://doi.org/10.1080/10426507.2019.1627057","url":null,"abstract":"I am happy to introduce this special issue of Phosphorus, Sulfur, and Silicon and the Related Elements, which presents voluntarily submitted papers from the 22 International Conference on Phosphorus Chemistry (www.icpc22.mke.org. hu) held in Budapest, Hungary from 8–13 July 2018. The venue for the conference was the Hotel Flamenco located in the heart of the Buda part of Budapest (Figure 1). It was a great honor for us, as Hungarian organophosphorus chemists, to have the pleasure of organizing this prestigious event in Hungary. ICPCs are always highly-ranked events held in the past every 3 years, and biannually, more recently. Prestigious gatherings, such as this one remain in great demand, and represent a continuum of high quality during a time when we receive many invitations to predatory conferences. ICPCs are indeed different kinds of events. My first such conference was the 10 ICPC in Bonn organized by","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2019-05-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"78617393","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2019-05-27DOI: 10.1080/10426507.2019.1627055
M. Rudd
{"title":"Foreword for international conference on phosphorus chemistry – ICPC 22","authors":"M. Rudd","doi":"10.1080/10426507.2019.1627055","DOIUrl":"https://doi.org/10.1080/10426507.2019.1627055","url":null,"abstract":"","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2019-05-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"86782095","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2018-04-19DOI: 10.1080/10426507.2018.1452228
Xiao-yan Li, Q. Kang, Qing-Qing Zhao, Jian-Chun Ma, W. Dong
GRAPHICAL ABSTRACT ABSTRACT Two homotrinuclear Co(II) and Ni(II) complexes, [{CoL(OAc)(DMSO)}2Co]·2DMSO and [{NiL(OAc)(DMSO)}2Ni] have been synthesized by the reaction of 4,4′-dichloro-2,2′-[(1,3-propylene)dioxybis(nitrilomethylidyne)]diphenol (H2L) with cobalt(II) and nickel(II) acetate tetrahydrate in the solution of DMSO, respectively, and characterized by elemental analyses, IR, UV–Vis spectra and X-ray crystallography. In the Co(II) complex, terminal Co2 and Co2#1 atoms located in the N2O2 sites, and are both hexa-coordinated with slightly distorted octahedral geometries. While the central Co1 atom is also hexa-coordinated by six oxygen atoms, four are phenoxy oxygen atoms from two (L)2− units, and two oxygen atoms from µ2-acetate ions, which has formed a octahedral geometry. In the Ni(II) complex, coordination environments of the Ni(II) atoms are similar to those of the Co(II) atoms. Infinite 1D supramolecular structure is formed via abundant intermolecular hydrogen bonding interactions in the Co(II) complex.
{"title":"Dimethylsulfoxide-induced trinuclear Co(II) and Ni(II) salamo-type complexes: Syntheses, crystal structures and spectral properties","authors":"Xiao-yan Li, Q. Kang, Qing-Qing Zhao, Jian-Chun Ma, W. Dong","doi":"10.1080/10426507.2018.1452228","DOIUrl":"https://doi.org/10.1080/10426507.2018.1452228","url":null,"abstract":"GRAPHICAL ABSTRACT ABSTRACT Two homotrinuclear Co(II) and Ni(II) complexes, [{CoL(OAc)(DMSO)}2Co]·2DMSO and [{NiL(OAc)(DMSO)}2Ni] have been synthesized by the reaction of 4,4′-dichloro-2,2′-[(1,3-propylene)dioxybis(nitrilomethylidyne)]diphenol (H2L) with cobalt(II) and nickel(II) acetate tetrahydrate in the solution of DMSO, respectively, and characterized by elemental analyses, IR, UV–Vis spectra and X-ray crystallography. In the Co(II) complex, terminal Co2 and Co2#1 atoms located in the N2O2 sites, and are both hexa-coordinated with slightly distorted octahedral geometries. While the central Co1 atom is also hexa-coordinated by six oxygen atoms, four are phenoxy oxygen atoms from two (L)2− units, and two oxygen atoms from µ2-acetate ions, which has formed a octahedral geometry. In the Ni(II) complex, coordination environments of the Ni(II) atoms are similar to those of the Co(II) atoms. Infinite 1D supramolecular structure is formed via abundant intermolecular hydrogen bonding interactions in the Co(II) complex.","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2018-04-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"80525406","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2018-04-18DOI: 10.1080/10426507.2018.1452230
Fatemeh Homayoun, Soheila Ghassamipour
GRAPHICAL ABSTRACT ABSTRACT We report a one-pot method for the synthesis of various substituted 1,3-dimethyl-2,4,6-trioxohexahydropyrimidin-5-yl phosphonate derivatives via phosphorus-carbon bond formation through domino Knoevenagel–phospha–Michael reaction. Multi-walled carbon nanotube‒CO‒NH(CH2)2NH-SO3H was used as an acidic heterogeneous catalyst. The catalyst could be used four times without losing its catalytic activity. The structures of the products were determined by FT-IR spectra, 1H-, 13C- and 31P- Nuclear Magnetic Resonance and elemental analysis. Recovery and reusability of catalyst, simplicity, applicability, good reaction time and good yields of products are the benefits of this work.
{"title":"A domino knoevenagel-phospha-michael reaction: One-pot synthesis of novel organophosphonates in the presence of multi-walled carbon nanotube‒CO‒NH(CH2)2NH-SO3H as catalyst","authors":"Fatemeh Homayoun, Soheila Ghassamipour","doi":"10.1080/10426507.2018.1452230","DOIUrl":"https://doi.org/10.1080/10426507.2018.1452230","url":null,"abstract":"GRAPHICAL ABSTRACT ABSTRACT We report a one-pot method for the synthesis of various substituted 1,3-dimethyl-2,4,6-trioxohexahydropyrimidin-5-yl phosphonate derivatives via phosphorus-carbon bond formation through domino Knoevenagel–phospha–Michael reaction. Multi-walled carbon nanotube‒CO‒NH(CH2)2NH-SO3H was used as an acidic heterogeneous catalyst. The catalyst could be used four times without losing its catalytic activity. The structures of the products were determined by FT-IR spectra, 1H-, 13C- and 31P- Nuclear Magnetic Resonance and elemental analysis. Recovery and reusability of catalyst, simplicity, applicability, good reaction time and good yields of products are the benefits of this work.","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2018-04-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79199146","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}