Journal of Organic Chemistry p. 4223 - 4227 (1987)
Update date:2022-08-05
Topics:
Liu, Michael T. H.
Soundararajan, N.
Paike, N.
Subramanian, R.
Photolysis and thermolysis of substituted 3-chloro-3-benzyldiazirines in alkenes yielded cyclopropanes and chlorostyrenes as products.The results suggest that the cyclopropanation of benzylchlorocarbenes is independent of substituents.However, 1,2-hydrogen migration is accelerated by OCH3 or CH3 substituents, and is decelerated by a Cl substituent on the phenyl ring.These results support the existence of an energy barrier to 1,2-H migration.Evidence is provided for carbene-alkene complexation.
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