Organic Chemistry Portal

Abstracts

Search:

Structure and Reactivity of Half-Sandwich Rh(+3) and Ir(+3) Carbene Complexes. Catalytic Metathesis of Azobenzene Derivatives

Daniel J. Tindall, Christophe Werlé, Richard Goddard , Petra Philipps, Christophe Farès and Alois Fürstner*

*Max-Planck-Institut für Kohlenforschung, D-45470 Mülheim/Ruhr, Germany, Email: fuerstnerkofo.mpg.de

D. J. Tindall, C. Werlé, R. Goddard, P. Philipps, C. Farès, A. Fürstner, J. Am. Chem. Soc., 2018, 140, 1884-1893.

DOI: 10.1021/jacs.7b12673 (free Supporting Information)


see article for more reactions

Abstract

A metathesis of azobenzene derivatives in the presence of α-diazo esters and [Cp*RhI2]2 as catalyst provides α-imino esters that would be difficult to make otherwise. Rather than involving metal nitrenes, the reaction proceeds via aza-ylides that evolve into diaziridines.

see article for more examples


proposed mechanism



Key Words

imines


ID: J48-Y2018