Reaction of cyclopropylcarbene–metal complexes with nucleophiles, halogens and HX

…, L Tirado, J Zhang, N Dike, JW Herndon

Index: Reid, Margaret D.; Tirado, Liz; Zhang, Jianwei; Dike, Nwamara; Herndon, James W. Journal of Organometallic Chemistry, 2005 , vol. 690, # 24-25 p. 5759 - 5776

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Abstract

The reaction of halogens, pseudohalogens, and HX with cyclopropyl (phenylthio) carbene- chromium complexes leads to the formation of 1, 4-dihalo-1-thiophenyl-1-butene systems with a moderate-high degree of stereocontrol in the formation of the alkene. A mechanism involving electrophilic activation of the carbene complex followed by nucleophilic attack at the cyclopropane carbon has been proposed.