Do carbenes have a "hidden" carbon(0) character? Revisiting the electronic structure of 2,2'-bipyridyl carbene

Chemistry : a European Journal
Ankur Kanti Guha, Ashwini K Phukan

Abstract

Density functional calculations predict that 2,2'-bipyridyl carbenes have some degree of "hidden" carbon(0) character. This is supported by very high second proton affinity values and bond dissociation energies (BDEs) for the dissociation of one AuCl and one Ni(CO)(2) molecule from [(AuCl)(2)(2,2'-bipyridyl carbene)] and [{Ni(CO)(2)}(2)(2,2'-bipyridyl carbene)]. An Arduengo type carbene also showed significant BDE values for gem-dimetallation, thus indicating the possible existence of carbon(0) character. All of the dimetallated derivatives showed metallophilic interactions.

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Citations

Jan 28, 2016·Chemical Society Reviews·Gernot FrenkingNicole Holzmann
Nov 11, 2016·Beilstein Journal of Organic Chemistry·Michael NonnenmacherDoris Kunz
Jul 26, 2013·Dalton Transactions : an International Journal of Inorganic Chemistry·Satyajit SarmahShridhar R Gadre
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Feb 12, 2017·Inorganic Chemistry·Xingfa Gao, Xuejiao J Gao
May 13, 2014·The Journal of Organic Chemistry·Sonam Bhatia, Prasad V Bharatam
Oct 12, 2013·Inorganic Chemistry·Shin-ichi Fuku-enYohsuke Yamamoto
Jun 19, 2015·The Journal of Organic Chemistry·Ankur Kanti GuhaAshwini K Phukan
Dec 21, 2012·The Journal of Organic Chemistry·Han Vinh Huynh, Gilles Frison

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