Cyclooctatetraenoquinones. I The synthesis and structure of dibenzo [a, e] cyclooctene-5, 6-dione

P Yates, EG Lewars…

Index: Yates,P. et al. Canadian Journal of Chemistry, 1970 , vol. 48, p. 788 - 795

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Citation Number: 7

Abstract

Dibenzo [a, e] cyclooctene-5, 6-dione (18), a derivative of 1, 2-cyclooctatetraenoquinone (4), has been synthesized by selenium dioxide oxidation of dibenzo [a, e] cycloocten-5 (6 H)-one (26), itself obtained from the reaction of 5, 11-dibromo-5, 6, 11, 12-tetrahydrodibenzo [a, e] cyclooctene (20) with dimethyl sulfoxide and collidine. Infrared and proton magnetic resonance spectroscopic studies have shown that the 8-membered ring of 18 is not ...