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Synthesis of a Shape‐Persistent Macrocycle with Intraannular Sulfonate Groups
Author(s) -
Fischer Matthias,
Höger Sigurd
Publication year - 2003
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200390077
Subject(s) - chemistry , sulfonate , covalent bond , acetylene , oxidative coupling of methane , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , sodium
Abstract The synthesis of a shape‐persistent macrocycle with two intraannular sulfonate groups is described. The cylization step is the oxidative acetylene coupling of large phenylethynyl oligomers which are covalently connected to a template. The synthesis of the templated acetylenes at the template as well as the cyclization step give high product yields showing that the template‐directed approach is superior to statistical oligocyclizations. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)