Mechanism of Reaction of Geminal Dihalides with Magnesium. Evidence for the Formation of Carbenes from Radical Precursors. The Similarity in Reactions of …

…, AK Deshpande, F Doctorovich

Index: Ashby, E. C.; Deshpande, Abhay K.; Doctorovich, Fabio Journal of Organic Chemistry, 1994 ,  vol. 59,  # 21  p. 6223 - 6232

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Citation Number: 14

Abstract

(2b) were allowed to react with Rieke activated magnesium (Mg*) in THF at 25" C. Both radical and carbene intermediates were identified by product analyses, by radical trapping experiments using DCPH and THF-ds, and by selective experiments in which isolated intermediates were shown to form the predicted products. Although carbene products predominated over radical products when the dichloride was allowed to react with Mg*, ...