Aromatic molecules bearing substituents within the cavity of the π-electron cloud. Optical resolution and thermal rearrangement studies

V Boekelheide, E Sturm

Index: Boekelheide,V.; Sturm,E. Journal of the American Chemical Society, 1969 , vol. 91, p. 902 - 908

Full Text: HTML

Citation Number: 29

Abstract

Abstract: trans-1 5, 16-Dimethyldihydropyrene (1) undergoes a thermal rearrangement at around 200 O giving trans-13, 15-dimethyldihydropyrene (2). The structure of 2 has been established from its spectral and chemical properties. The preparation and optical resolution of 4-carboxy-trans-15, 16-dimethyldihydropyrene (18) has been accomplished. When 18 was subjected to a thermal rearrangement and the reaction was stopped at approximately ...