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Tandem Ring-Opening Ring Closing Metathesis for Functional Metathesis Catalysts

Type of publication Peer-reviewed
Publikationsform Original article (peer-reviewed)
Publication date 2016
Author Nagarkar Amit, Yasir Mohammed, Crochet Aurelien, Fromm Katharina, Kilbinger AFM,
Project Functional Living Olefin Metathesis Polymers: Methodology Development and Applications
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Original article (peer-reviewed)

Journal Angewandte Chemie
Volume (Issue) 55
Page(s) 12343 - 12346
Title of proceedings Angewandte Chemie
DOI 10.1002/anie.201604112


Use of a tandem ring-opening–ring-closing metathesis (RORCM) strategy for the synthesis of functional metathesis catalysts is reported. Ring opening of 7-substituted norbornenes and subsequent ring-closing metathesis forming a thermodynamically stable 6-membered ring lead to a very efficient synthesis of new catalysts from commercially available Grubbs’ catalysts. Hydroxy functionalized Grubbs’ first- as well as third-generation catalysts have been synthesized. Mechanistic studies have been performed to elucidate the order of attack of the olefinic bonds. This strategy was also used to synthesize the ruthenium methylidene complex.