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Macrocyclic Olefin Metathesis at High Concentrations by Using a Phase‐Separation Strategy
Author(s) -
Raymond Michaël,
HoltzMulholland Michael,
Collins Shawn K.
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201404202
Subject(s) - olefin metathesis , chemoselectivity , olefin fiber , metathesis , alkyl , chemistry , catalysis , organic chemistry , combinatorial chemistry , acyclic diene metathesis , chromatographic separation , polymerization , high performance liquid chromatography , polymer
Macrocyclic olefin metathesis has seen advances in the areas of stereochemistry, chemoselectivity, and catalyst stability, but strategies aimed at controlling dilution effects in macrocyclizations are rare. Herein, a protocol to promote macrocyclic olefin metathesis, one of the most common synthetic tools used to prepare macrocycles, at relatively high concentrations (up to 60 m M ) is described by exploitation of a phase‐separation strategy. A variety of macrocyclic skeletons could be prepared having either different alkyl, aryl, or amino acids spacers.