Photodehydrocyclizations in stilbene-like compounds. IX. 1, 2-Phenyl shifts in the cyclization of 1-phenylpentahelicenes

AHA Tinnemans, WH Laarhoven

文献索引：Tinnemans,A.H.A.; Laarhoven,W.H. Journal of the American Chemical Society, 1974 , vol. 96, # 14 p. 4611 - 4616

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被引用次数: 18

摘要

Abstract: Photodehydrocyclization of 8'-phenyldi-P-naphthylethylene (XI) gives rise to two monocyclization products, uiz., lO-phenylnaphtho [1, 2-a] anthracene (XII) and 1- phenylpentahelicene (10-phenyldibenzo [c, g] phen-anthrene)(VIII), and to 42z benzocoronene (IX). It is shown that the first step of this reaction is the photocyclization to XXXIII. On oxidation it forms a radical XXXVII which can undergo a 1, 2-phenyl radical shift ...