抄録
The cycloaddition of isoquinolone and its N-methyl derivative to all the chlorinated ethylenes has been studied. The structures of all of the photoadducts were determined on the basis of X-ray crystallographic analysis as well as nuclear magnetic resonance spectroscopy and it was found that the cyclobutane rings in the adducts took puckered conformation. The details of the two-step closure process via biradical intermediates are discussed and it is concluded that σ-bond rotation prior to spin relaxation in the biradical intermediates takes a primary role in determination of the stereochemical outcome. The interesting fact that more trans products are formed from cis-dichloroethylene and more cis products from trans-dichloroethylene can also be explained in terms of the present proposal.
本文言語 | English |
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ページ(範囲) | 3317-3325 |
ページ数 | 9 |
ジャーナル | Chemical and Pharmaceutical Bulletin |
巻 | 38 |
号 | 12 |
DOI | |
出版ステータス | Published - 1990 1月 1 |
外部発表 | はい |
ASJC Scopus subject areas
- 化学 (全般)
- 創薬