4.5 Article Proceedings Paper

A convenient route to 2-hydroxy- and 2,15-dihydroxyhexahelicene

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2007, Issue 25, Pages 4244-4250

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200700381

Keywords

alkynes; arenes; cyclotrimerisation; fused-ring systems

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2-Hydroxy- and 2,15-dihydroxyhexahelicene were synthesised from simple benzene and naphthalene building blocks by intramolecular Co-I- or Ni-0-catalysed [2+2+2] cycloisomerisation of CH3O-substituted aromatic triynes. This approach avoids vexing photodehydrocyclisation of stilbenetype precursors, providing thus a useful alternative to classical procedures. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).

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