Skip to main content

Research Repository

Advanced Search

A Quantitative Analysis of Factors Influencing Ease of Formation and s-Bonding Strength of Oxa- and Thia-N-Heterocyclic Carbenes

Abstract

The index described previously (carbene relative energy of formation) has been extended to oxygen and sulfur heterocycles. This provides a quantitative overview of factors determining ease of formation of (i) neutral N-heterocyclic carbenes (NHCs) by deprotonation of heterocyclic salts and (ii) anionic NHCs by deprotonation of heterocyclic mesomeric betaines. The influence of the nature and ring position of oxygen and sulfur is discussed for a range of known and unknown systems. Attention is directed to unexplored systems of potential interest.

Acceptance Date Oct 20, 2017
Publication Date Oct 20, 2017
Publicly Available Date Mar 28, 2024
Journal Journal Of Organic Chemistry
Print ISSN 0022-3263
Publisher American Chemical Society
Pages 12485 -12491
DOI https://doi.org/10.1021/acs.joc.7b02283
Publisher URL http://doi.org/10.1021/acs.joc.7b02283

Files




Downloadable Citations