Helicenes: Synthèse Photochimique Et Étude Rmn 19F, 13C et 1H De Fluoro‐1‐Hexahelicenes Et Fluoro‐1‐Heptahelicenes
Bulletin des Sociétés Chimiques Belges(1985)
摘要
1‐Fluorohexahelicene, 1‐fluoroheptahelicene and 12 substituted derivatives of these fluorohelicenes have been synthesized by the photocyclodehydrogenation of 1‐fluoro‐11‐styrylbenzo[c]phenanthrenes (Table 2) and 1‐fluoro‐13‐styrylpentahelicenes (Table 4) respectively. The photocyclisations to heptahelicenes were accompanied in five cases, by a side reaction, namely a protodefluoration. A new synthesis of heptahelicene is described (25±18: 40%). 1H, 19F and 13C‐NMR spectra are discussed. 19F and 13C‐NMR spectra of 1‐fluoro‐, 1‐fluoro‐13‐methyl‐ and 1‐fluoro‐13‐methoxycarbonylpentahelicene (8d, 8a and 8 R=‐CO2CH3) are also included. Copyright © 1985 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
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