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De Gruyter, Pure and Applied Chemistry, 6(89), p. 791-800, 2017

DOI: 10.1515/pac-2016-1126

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The final fate of NHC stabilized dicarbon

Journal article published in 2017 by Dayne C. Georgiou, Ismael Mahmood, Mohammad A. Haghighatbin, Conor F. Hogan ORCID, Jason L. Dutton
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

Abstract In this paper we report the outcome of the reduction of NHC stabilized acetylenic dications, [NHC-Cn-NHC]2+ for n=2 and 4. The target compounds were NHC stabilized di- and tetracarbon in the form of NHC-Cn-NHC. However, upon chemical reduction, decomposition ensues with release of the free NHC. This effect is also observed in electrochemical studies. This lends credence to Bestman’s hypothesis that two donor ligands cannot stabilize Cn for n=even numbers.