(Phosphino)(Aryl)Carbenes: Effect of Aryl Substituents on Their Stabilization Mode
Journal of the American Chemical Society2002Vol. 125(1), pp. 124–130
Citations Over TimeTop 10% of 2002 papers
Emmanuelle Despagnet‐Ayoub, S. Solé, Heinz Gornitzka, Alexander B. Rozhenko, Wolfgang W. Schoeller, Didier Bourissou, Guy Bertrand
Abstract
A broad range of (phosphino)(aryl)carbenes, 1b-d, 10a,b, and 14a,b, were prepared by photolysis of their diazo precursors. The influence of the steric and electronic properties of the aryl ring on the structure and stability of these carbenes was studied both experimentally and theoretically. Among the different stabilization modes investigated, those featuring an acceptor as well as a spectator aryl substituent result in stable or at least persistent carbenes that could be completely characterized by classical spectroscopic methods. In marked contrast, the new substitution pattern featuring a donor aryl ring results in a very fleeting carbene.
Related Papers
- → Gold carbene chemistry from diazo compounds(2015)121 cited
- → Kinetics of N 2 Release from Diazo Compounds: A Combined Machine Learning-Density Functional Theory Study(2023)6 cited
- → PS II inhibitory activity of 2,4-diamino-6-chloro-s-triazines with a chiral sec-butyl and/or .ALPHA.-methylbenzyl group.(1990)15 cited
- → The origin and nature of the π-electron steric effect(1977)2 cited
- → PSII Inhibitory Activity of 2,4-Diamino-6-chloro-s-triazines with a Chiralsec-Butyl and/or α-Methylbenzyl Group(1990)1 cited