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Thermolysis and Photolysis of Arylchlorodiazirines in Allyl Bromide

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p-Chlorophenylchlorocarbene reacts with allyl bromide to form the expected cyclopropanes. In the case of p-nitrophenylchlorocarbene, a small amount of insertion product is also formed in addition to the cycloadducts. The formation of the insertion product is attributed to the attack of the carbene on the bromine atom followed by intramolecular allylic rearrangement.

Affiliations: 1: URA 348 du CNRS, Laboratoire de Chimie Physique A, Université de Bordeaux 1, 33405 Talence Cedex, France; 2: Department of Chemistry, University of Prince Edward Island, Charlottetown, P.E.I., Canada C1A 4P3; 3: Institute of Chemistry, College of General Education, Osaka University, Toyonaka, Osaka, Japan


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