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Scope and limitations of the Heck-Matsuda-coupling of phenol diazonium salts and styrenes a protecting-group economic synthesis of phenolic stilbenes

  • 4-Phenol diazonium salts undergo Pd-catalyzed Heck reactions with various styrenes to 4'-hydroxy stilbenes. In almost all cases higher yields and fewer side products were observed, compared to the analogous 4-methoxy benzene diazonium salts. In contrast, the reaction fails completely with 2- and 3-phenol diazonium salts. For these substitution patterns the methoxy-substituted derivatives are superior.

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Author:Bernd SchmidtORCiDGND, Nelli Elizarov, Rene Berger, Frank Hoelter
ISSN:1477-0520 (print)
Parent Title (English):Organic & biomolecular chemistry : an international journal of synthetic, physical and biomolecular organic chemistry
Publisher:Royal Society of Chemistry
Place of publication:Cambridge
Document Type:Article
Year of first Publication:2013
Year of Completion:2013
Release Date:2017/03/26
First Page:3674
Last Page:3691
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer Review:Referiert