The Journal of Organic Chemistry

Mercury in organic chemistry. 18. Synthesis of symmetrical divinyl and diaryl ketones via rhodium-catalyzed carbonylation of vinyl-and arylmercurials

RC Larock, SA Hershberger

Index: Larock, Richard C.; Hershberger, Susan S. Journal of Organic Chemistry, 1980 , vol. 45, # 19 p. 3840 - 3846

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Citation Number: 49

Abstract

Vinylmercuric chlorides readily react with rhodium (1) and rhodium (II1) catalysts and carbon monoxide to give excellent yields of divinyl ketones. The best reaction conditions are 0.5 mol%[Rh (CO), Cl], and 2 equiv of lithium chloride under 1 atm of carbon monoxide at room temperature. This rhodium catalyst also provides improved yields of diary1 ketones from arylmercurials at 70" C under 1000-1500 psi of carbon monoxide pressure. ...