Aromatic molecules bearing substituents within the cavity of the. pi.-electron cloud. XX. Syntheses of [2.2] metacyclophan-1-enes. Alternate route to trans-15, 16- …

H Blaschke, CE Ramey, I Calder…

Index: Blaschke,H. et al. Journal of the American Chemical Society, 1970 , vol. 92, # 12 p. 3675 - 3681

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Citation Number: 31

Abstract

Abstract: It is shown that the cyclization of suitably substituted cis-stilbenes (15, 23, and 24) yields [2.2] metacyclophan-1-enes (4). Dehydrogenation of 8, 16-dimethy1 [2.2] metacyclophan-l-ene (4, R1= Rz=-CHJ readily yields trans-1 5, 16-dimethyldihydropyrene (6, RI= RZ=-CH& he methods presently available for the synthesis of T trans-15, 16- dialkyldihydropyrenes are lengthy and difficult. For a variety of reasons it would be ...