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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 13, Number 1
JKCSEZ 13(1)
February 20, 1969 

Studies on Tropolones (Ⅲ) Structures and Reaction Mechanisms of the Adducts of Dichloroketene and Cyclopentadienes

Tropolone 류에 관한 연구 (Ⅲ) Dichloroketene과 Cyclopentadiene 류의 첨가물의 구조와 그 반응기구
Jae Hu Shim

The structural investigations on the adducts, formed from dichloroketene with cyclopentadiene, methyl and ethylcyclopentadiene, have been carried out by means of infrared and nuclear magnetic resonance spectroscopy and also by their chemical behaviors. It was confirmed by this study that the adducts were formed by 1, 2-cycloaddition reaction and had the fundamental structure of bicyclo [3. 2. 0]-7,7-dichloro-2-heptene-6-one. These results were well agreed with the hypothesis that a diradical intermediate was formed as the first step in 1, 2-cycloaddition. The reaction mechanism for the process in which tropolones were formed from these adducts was also discussed.
89 - 95
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