Reaction of Diazonium Salts with Transition Metals. II. Palladiumcatalyzed Arylation of Ethylene with Arenediazonium Salts

Arylation of ethylene (7 atm) was carried out with various arenediazonium tetrafluoroborates (25 mmol) in the presence of bis(dibenzylideneacetone)palladium (0.5 mmol) and sodium acetate (75 mmol). Substituted styrenes were obtained in good yields (61–78%) under mild reaction conditions (1 h, room temperature) in a 1:1 mixture of acetone and dichloromethane, with some exceptions. Phenylbutenes, main by-products in dichloromethane, were presumed to form by the reaction of styrene with ethylene under catalysis of hydridopalladium species.