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Ramsden, CA and Oziminski, WP (2016) Quantitative Index of the Relative Ease of Formation and σ-Bonding Strength of N-Heterocyclic Carbenes. The Journal of Organic Chemistry, 81 (21). 10295 - 10301. ISSN 0022-3263

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Abstract

An energy-based index of the ease of N-heterocyclic carbene (NHC) formation either by deprotonation of precursor salts to give neutral NHCs or deprotonation of heterocyclic mesomeric betaines to give anionic NHCs is described. This index (CREF; Carbene Relative Energy of Formation), which is easily calculated using DFT methods, also gives a quantitative measure of the relative σ-donor strength of NHCs. CREF index values for a wide range of known and unknown NHC ring systems are reported and their significance discussed.

Item Type: Article
Additional Information: The final version of this manuscript is available online at https://pubs.acs.org/doi/10.1021/acs.joc.6b01304
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Divisions: Faculty of Natural Sciences > School of Chemical and Physical Sciences
Depositing User: Symplectic
Date Deposited: 09 Aug 2019 07:50
Last Modified: 09 Aug 2019 13:04
URI: https://eprints.keele.ac.uk/id/eprint/6664

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