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Preparation of Helicenes through Olefin Metathesis
Author(s) -
Collins Shawn K.,
Grandbois Alain,
Vachon Martin P.,
Côté Julie
Publication year - 2006
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200504150
Subject(s) - helicene , metathesis , ring closing metathesis , microwave irradiation , olefin metathesis , catalysis , ring opening metathesis polymerisation , acyclic diene metathesis , salt metathesis reaction , chemistry , combinatorial chemistry , organic chemistry , polymerization , polymer , molecule
Metathesis with a twist! A ring‐closing‐metathesis strategy has been developed for the preparation of various substituted [5]helicene motifs and [6]‐ and [7]helicenes. The two optimized protocols include one method that utilizes the Grubbs second‐generation catalyst under microwave‐irradiation conditions and another that employs a modified Grubbs–Hoveyda catalyst at 40 °C in a sealed reaction vessel. (Mes=mesityl)