SET processes in Lewis acid–base reactions: the tritylation of N-heterocyclic carbenes

Reactions between N-heterocyclic carbenes (NHCs) and the trityl cation, [Ph(3)C](+), give covalent adducts of type [NHC–CPh(3)](+) and/or [NHC–C(6)H(5)–CPh(2)](+). EPR spectroscopy, UV-Vis analyses, and trapping experiments imply that adduct formation involves carbene radical cations and the trityl...

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Autores principales: Dong, Zhaowen, Pezzato, Cristian, Sienkiewicz, Andrzej, Scopelliti, Rosario, Fadaei-Tirani, Farzaneh, Severin, Kay
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8159480/
https://www.ncbi.nlm.nih.gov/pubmed/34094138
http://dx.doi.org/10.1039/d0sc01278e
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author Dong, Zhaowen
Pezzato, Cristian
Sienkiewicz, Andrzej
Scopelliti, Rosario
Fadaei-Tirani, Farzaneh
Severin, Kay
author_facet Dong, Zhaowen
Pezzato, Cristian
Sienkiewicz, Andrzej
Scopelliti, Rosario
Fadaei-Tirani, Farzaneh
Severin, Kay
author_sort Dong, Zhaowen
collection PubMed
description Reactions between N-heterocyclic carbenes (NHCs) and the trityl cation, [Ph(3)C](+), give covalent adducts of type [NHC–CPh(3)](+) and/or [NHC–C(6)H(5)–CPh(2)](+). EPR spectroscopy, UV-Vis analyses, and trapping experiments imply that adduct formation involves carbene radical cations and the trityl radical. The results demonstrate that single electron transfer (SET) processes should be considered for reaction of NHCs with oxidizing Lewis acids.
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spelling pubmed-81594802021-06-04 SET processes in Lewis acid–base reactions: the tritylation of N-heterocyclic carbenes Dong, Zhaowen Pezzato, Cristian Sienkiewicz, Andrzej Scopelliti, Rosario Fadaei-Tirani, Farzaneh Severin, Kay Chem Sci Chemistry Reactions between N-heterocyclic carbenes (NHCs) and the trityl cation, [Ph(3)C](+), give covalent adducts of type [NHC–CPh(3)](+) and/or [NHC–C(6)H(5)–CPh(2)](+). EPR spectroscopy, UV-Vis analyses, and trapping experiments imply that adduct formation involves carbene radical cations and the trityl radical. The results demonstrate that single electron transfer (SET) processes should be considered for reaction of NHCs with oxidizing Lewis acids. The Royal Society of Chemistry 2020-04-09 /pmc/articles/PMC8159480/ /pubmed/34094138 http://dx.doi.org/10.1039/d0sc01278e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Dong, Zhaowen
Pezzato, Cristian
Sienkiewicz, Andrzej
Scopelliti, Rosario
Fadaei-Tirani, Farzaneh
Severin, Kay
SET processes in Lewis acid–base reactions: the tritylation of N-heterocyclic carbenes
title SET processes in Lewis acid–base reactions: the tritylation of N-heterocyclic carbenes
title_full SET processes in Lewis acid–base reactions: the tritylation of N-heterocyclic carbenes
title_fullStr SET processes in Lewis acid–base reactions: the tritylation of N-heterocyclic carbenes
title_full_unstemmed SET processes in Lewis acid–base reactions: the tritylation of N-heterocyclic carbenes
title_short SET processes in Lewis acid–base reactions: the tritylation of N-heterocyclic carbenes
title_sort set processes in lewis acid–base reactions: the tritylation of n-heterocyclic carbenes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8159480/
https://www.ncbi.nlm.nih.gov/pubmed/34094138
http://dx.doi.org/10.1039/d0sc01278e
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