Mechanistic Insights into C(sp 2 )−C(sp)N Reductive Elimination from Gold(III) Cyanide Complexes | Zendy

Genoux Alexandre | Zendy; González Jorge A. | Zendy; Merino Estíbaliz | Zendy; Nevado Cristina | Zendy

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Mechanistic Insights into C(sp 2 )−C(sp)N Reductive Elimination from Gold(III) Cyanide Complexes

Author(s) -

Genoux Alexandre,

González Jorge A.,

Merino Estíbaliz,

Nevado Cristina

Publication year - 2020

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.202005731

Subject(s) - reductive elimination , chemistry , cyanide , phosphine , reactivity (psychology) , concerted reaction , reaction mechanism , stereochemistry , medicinal chemistry , catalysis , inorganic chemistry , organic chemistry , medicine , alternative medicine , pathology

Abstract A new family of phosphine‐ligated dicyanoarylgold(III) complexes has been prepared and their reactivity towards reductive elimination has been studied in detail. Both, a highly positive entropy of activation and a primary 12/13 C KIE suggest a late concerted transition state while Hammett analysis and DFT calculations indicate that the process is asynchronous. As a result, a distinct mechanism involving an asynchronous concerted reductive elimination for the overall C(sp 2 )−C(sp)N bond forming reaction is characterized herein, for the first time, complementing previous studies reported for C(sp 3 )−C(sp 3 ), C(sp 2 )−C(sp 2 ), and C(sp 3 )−C(sp 2 ) bond formation processes taking place on gold(III) species.

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