Ramsden, CA and Oziminski, WP (2017) A Quantitative Analysis of Factors Influencing Ease of Formation and σ-Bonding Strength of Oxa- and Thia-N-Heterocyclic Carbenes. Journal Of Organic Chemistry, 82 (23). 12485 -12491. ISSN 0022-3263

[thumbnail of RAMSDEN jo-2016-01304t  revised manuscript (no highlighting).docx] Text
RAMSDEN jo-2016-01304t revised manuscript (no highlighting).docx - Accepted Version
Available under License Creative Commons Attribution Non-commercial.

Download (513kB)


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.

Item Type: Article
Subjects: Q Science > QD Chemistry
Q Science > QD Chemistry > QD415 Biochemistry
R Medicine > R Medicine (General)
Divisions: Faculty of Natural Sciences > School of Chemical and Physical Sciences
Related URLs:
Depositing User: Symplectic
Date Deposited: 12 Aug 2019 09:43
Last Modified: 12 Aug 2019 15:02
URI: https://eprints.keele.ac.uk/id/eprint/6681

Actions (login required)

View Item
View Item