Synthesis of a Shape‐Persistent Macrocycle with Intraannular Sulfonate Groups | Zendy

Fischer Matthias | Zendy; Höger Sigurd | Zendy

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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

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)

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