A new mechanistic pathway under Sonogashira reaction protocol involving multiple acetylene insertions.
An unreported product outcome from an intended Sonogashira coupling is presented. The generality of this finding has been demonstrated by screening of a range of pre-catalysts. Mechanistic studies are consistent with the tetra-aryl benzene product forming by interception of the aryl halide oxidative addition intermediate by repeated acetylene insertion.
Jones
Roderick C
RC
School of Chemistry, University of Tasmania, Hobart, Tasmania, Australia. Allan.Canty@utas.edu.au
Canty
Allan J
AJ
Caradoc-Davies
Tom
T
Davies
Noel W
NW
Gardiner
Michael G
MG
Marriott
Philip J
PJ
Rühle
Christian P G
CP
Tolhurst
Vicki-Anne
VA