Premium
Tandem Ring‐Opening–Ring‐Closing Metathesis for Functional Metathesis Catalysts
Author(s) -
Nagarkar Amit A.,
Yasir Mohammad,
Crochet Aurelien,
Fromm Katharina M.,
Kilbinger Andreas F. M.
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201604112
Subject(s) - ring closing metathesis , metathesis , tandem , catalysis , salt metathesis reaction , ruthenium , ring (chemistry) , chemistry , combinatorial chemistry , ring opening metathesis polymerisation , acyclic diene metathesis , organic chemistry , materials science , polymerization , composite material , polymer
Abstract 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.