| Abstract
| - Reaction of 2,2‘-azo-2-methyl-6-heptene (1) withthianthrene cation radical perchlorate(Th•+ClO4-)in CH2Cl2 solution containing2,6-di-tert-butyl-4-methylpyridine (DTBMP) gave a mixture ofnineC8 hydrocarbons, namely, 1,1,2-trimethylcyclopentane(4, 2.2%), 6-methyl-1-heptene (5,2.2%),2-methyl-1,6-heptadiene (6, 9.8%),2,2-dimethyl-1-methylenecyclopentane (7, 2.9%),6-methyl-1,5-heptadiene (8, 39%), 3,3-dimethyl- (9, 7.6%),4,4-dimethyl- (10, 11%), 1,2-dimethyl- (11,5.4%), and1,6-dimethylcyclohexene (12, 1.5%). The amounts ofacyclic dienes (6, 8) fell and ofcyclohexenes(9, 10) rose when DTBMP was omitted from ordiminished in the solution. The results providefirm evidence (products 4, 5, and 7)for the formation of the 2-methyl-6-hepten-2-yl radical(2),although the major fate of 2 is its oxidation to thecorresponding cation 13, the origin of the bulkof the other products.
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