Issue 39, 2022

Diazo compounds and palladium–aryl complexes: trapping the elusive carbene migratory insertion organometallic products

Abstract

The reactions of Pd–aryl complexes with diazo compounds N2CH–CH[double bond, length as m-dash]CHPh and N2CHPh allowed us to isolate the organometallic products formed right after the migratory insertion of a non-stabilized CHR carbene into the Pd–aryl bond. η3-Allylic and η3-benzylic palladium complexes were formed respectively. This is compelling experimental evidence for the key step in the palladium-catalyzed cascade transformations of diazo derivatives leading to multiple C–C or C–X bond formation.

Graphical abstract: Diazo compounds and palladium–aryl complexes: trapping the elusive carbene migratory insertion organometallic products

Supplementary files

Article information

Article type
Communication
Submitted
25 Aug 2022
Accepted
26 Sep 2022
First published
27 Sep 2022

Dalton Trans., 2022,51, 14847-14851

Diazo compounds and palladium–aryl complexes: trapping the elusive carbene migratory insertion organometallic products

F. Villalba and A. C. Albéniz, Dalton Trans., 2022, 51, 14847 DOI: 10.1039/D2DT02775E

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