Reaction of (η6:η6-Biphenyl)bis(tricarbonylchromium) with Nucleophiles. A Selective Method for the Preparation of Substituted Biphenyls

Article abstract of DOI:10.1021/jo00244a040

Nucleophilic addition of α-nitrile carbanions to (η⁶:η⁶-biphenyl)bis(tricarbonylchromium) takes place in a highly stereoselective and regioselective manner.The organometallic intermediate obtained in the addition has been characterized by means of 13C NMR spectroscopy.Depending upon the type of nucleophile used, oxidation of these intermediates with iodine results in the formation of 2- and 4-substituted biphenyls.Oxidation of the intermediate with trifluoroacetic acid results in the formation of phenyl conjugated dienes.