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8565837 
Journal Article 
Ionic hydrogenation of bicyclic hydrocarbons containing a three-membered ring 
Khotimskaya, GA; Kudryavtsev, RV; Mil'Vitskaya, EM; Plate, AF; Parnes, ZN 
1972 
1 
Bulletin of the Academy of Sciences of the USSR. Division of Chemical Science
ISSN: 0568-5230 
Kluwer Academic Publishers-Plenum Publishers 
21 
9 
1930-1933 
English 
1. Bicyclo[3.1.0]hexane, bicyclo[4.1.0]heptane, 1-methylbicyclo[3.1.0]hexane, and 1-methylbicyclo[4.1.0]heptane enter into the ionic hydrogenation reaction with the formation of substituted cycloalkanes. 2. The ionic hydrogenation of 1-methylbicyclo[3.1.0]hexane proceeds stereoselectively with the predominant formation of trans-1,2-dimethylcyclopentane. The predominance of trans-1,2-dimethylcyclohexane is slight in the hydrogenation of 1-methylbicyclo[4.1.0]heptane. 3. The insertion of an angular methyl group into the molecule of bicycloalkanes greatly accelerates the ionic hydrogenation rate. © 1973 Consultants Bureau.