Oleksandr S. Liashuk, Vladyslav A. Andriashvili, Prof. Dr. Andriy O. Tolmachev, Prof. Dr. Oleksandr O. Grygorenko
Chemoselective transformations of functionalized sulfonyl fluorides and chlorides are surveyed comprehensively. It is shown that sulfonyl fluorides provide an excellent selectivity control in their reactions. Thus, numerous conditions are tolerated by the SO2F group – from amide and ester formation to directed ortho-lithiation and transition-metal-catalyzed cross-couplings. Meanwhile, sulfur (VI) fluoride exchange (SuFEx) is also compatible with numerous functional groups, thus confirming its title of “another click reaction”. On the contrary, with a few exceptions, most transformations of functionalized sulfonyl chlorides typically occur at the SO2Cl moiety.
{"title":"Chemoselective Reactions of Functionalized Sulfonyl Halides","authors":"Oleksandr S. Liashuk, Vladyslav A. Andriashvili, Prof. Dr. Andriy O. Tolmachev, Prof. Dr. Oleksandr O. Grygorenko","doi":"10.1002/tcr.202300256","DOIUrl":"10.1002/tcr.202300256","url":null,"abstract":"<p>Chemoselective transformations of functionalized sulfonyl fluorides and chlorides are surveyed comprehensively. It is shown that sulfonyl fluorides provide an excellent selectivity control in their reactions. Thus, numerous conditions are tolerated by the SO<sub>2</sub>F group – from amide and ester formation to directed <i>ortho</i>-lithiation and transition-metal-catalyzed cross-couplings. Meanwhile, sulfur (VI) fluoride exchange (SuFEx) is also compatible with numerous functional groups, thus confirming its title of “another click reaction”. On the contrary, with a few exceptions, most transformations of functionalized sulfonyl chlorides typically occur at the SO<sub>2</sub>Cl moiety.</p>","PeriodicalId":10046,"journal":{"name":"Chemical record","volume":null,"pages":null},"PeriodicalIF":6.6,"publicationDate":"2023-10-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41193132","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Justyna Polaczek, Konrad Kieca, Maria Oszajca, Olga Impert, Anna Katafias, Debabrata Chatterjee, Dušan Ćoćić, Ralph Puchta, Grażyna Stochel, Colin D. Hubbard, Rudi van Eldik
The presented Review is focused on the latest research in the field of inorganic chemistry performed by the van Eldik group and his collaborators. The first part of the manuscript concentrates on the interaction of nitric oxide and its derivatives with biologically important compounds. We summarized mechanistic information on the interaction between model porphyrin systems (microperoxidase) and NO as well as the recent studies on the formation of nitrosylcobalamin (CblNO). The following sections cover the characterization of the Ru(II)/Ru(III) mixed-valence ion-pair complexes, including Ru(II)/Ru(III)(edta) complexes. The last part concerns the latest mechanistic information on the DFT techniques applications. Each section presents the most important results with the mechanistic interpretations.
{"title":"A Personal Account on Inorganic Reaction Mechanisms","authors":"Justyna Polaczek, Konrad Kieca, Maria Oszajca, Olga Impert, Anna Katafias, Debabrata Chatterjee, Dušan Ćoćić, Ralph Puchta, Grażyna Stochel, Colin D. Hubbard, Rudi van Eldik","doi":"10.1002/tcr.202300278","DOIUrl":"10.1002/tcr.202300278","url":null,"abstract":"<p>The presented Review is focused on the latest research in the field of inorganic chemistry performed by the van Eldik group and his collaborators. The first part of the manuscript concentrates on the interaction of nitric oxide and its derivatives with biologically important compounds. We summarized mechanistic information on the interaction between model porphyrin systems (microperoxidase) and NO as well as the recent studies on the formation of nitrosylcobalamin (CblNO). The following sections cover the characterization of the Ru(II)/Ru(III) mixed-valence ion-pair complexes, including Ru(II)/Ru(III)(edta) complexes. The last part concerns the latest mechanistic information on the DFT techniques applications. Each section presents the most important results with the mechanistic interpretations.</p>","PeriodicalId":10046,"journal":{"name":"Chemical record","volume":null,"pages":null},"PeriodicalIF":6.6,"publicationDate":"2023-10-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/tcr.202300278","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41193131","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Rubén Miguélez, Dr. Pablo Barrio, Prof. José M. González
Five-membered carbocycles are ubiquitously found in natural products, pharmaceuticals, and other classes of organic compounds. Within this category, cyclopentenes deserve special attention due to their prevalence as targets and as well as key intermediates for synthesizing more complex molecules. Herein, we offer an overview summarizing some significant recent advances in the catalytic assembly of this structural motif. A great variety of synthetic methodologies and strategies are covered, including transition metal-catalyzed or organocatalyzed processes. Both inter- and intramolecular transformations are documented. On this ground, our expertise in the application of C−H functionalization reactions oriented towards the formation of this ring and its subsequent selective functionalization is embedded.
{"title":"Recent Advances in the Catalytic Synthesis of the Cyclopentene Core","authors":"Rubén Miguélez, Dr. Pablo Barrio, Prof. José M. González","doi":"10.1002/tcr.202300254","DOIUrl":"10.1002/tcr.202300254","url":null,"abstract":"<p>Five-membered carbocycles are ubiquitously found in natural products, pharmaceuticals, and other classes of organic compounds. Within this category, cyclopentenes deserve special attention due to their prevalence as targets and as well as key intermediates for synthesizing more complex molecules. Herein, we offer an overview summarizing some significant recent advances in the catalytic assembly of this structural motif. A great variety of synthetic methodologies and strategies are covered, including transition metal-catalyzed or organocatalyzed processes. Both inter- and intramolecular transformations are documented. On this ground, our expertise in the application of C−H functionalization reactions oriented towards the formation of this ring and its subsequent selective functionalization is embedded.</p>","PeriodicalId":10046,"journal":{"name":"Chemical record","volume":null,"pages":null},"PeriodicalIF":6.6,"publicationDate":"2023-10-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/tcr.202300254","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41193135","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Dr. Yu Nie, Dr. Qianjia Yuan, Prof. Dr. Wanbin Zhang
The Front Cover depicts the applications of axis-unfixed biphenylphosphine-oxazoline ligands, which were designed based on dihedral angle regulation, in transition-metal-catalyzed asymmetric hydrogenation, asymmetric allylic substitution, and asymmetric addition reactions. See the Personal Account by Y. Nie, Q. Yuan, and W. Zhang (DOI: 10.1002/tcr.202300133).