https://www.selleckchem.com/pr....oducts/dt-061-smap.h
Experimental kinetic studies and DFT calculations show that the oxidative addition of aryl halides (Ar-X) to complexes [Cu(NHC)R] follow different paths depending on the nature of X. For X = Br a concerted addition leads to cis-[Cu(NHC)XRAr] from which the usual C-C coupled product Ar-R eliminates. However, for X = I trans-[Cu(NHC)IRAr] is formed instead, leading to the elimination of R-I in a metathesis reaction. This behaviour is accounted for by a change in the reaction mechanism for Ar-I, which involves two molecules of copper(I
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