Laticyclic conjugated double bonds within the framework of oligocondensed bicyclo [2.2. 2] octenes

W Grimme, J Wortmann, D Frowein, J Lex…

文献索引：Grimme, Wolfram; Wortmann, Jens; Frowein, Dirk; Lex, Johann; Chen, Grace; Gleiter, Rolf Journal of the Chemical Society. Perkin Transactions 2, 1998 , # 9 p. 1893 - 1900

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被引用次数: 20

摘要

The all-syn oligocondensed bicyclo [2.2. 2] octenes 3, 5, 20 and 29 with two to five etheno bridges show interaction of their π-orbitals by σ-overlap. This laticyclic conjugation reveals itself in the PE and UV spectra of the series as well as in the site selectivity of the Diels– Alder reaction with inverse electron demand found for the dehydro derivatives 11 and 26. As shown in the crystal structures of 3, 5 and 20, the etheno bridges are positioned face to ...