title: Macrocyclic olefin metathesis at high concentrations by using a phase-separation strategy.
abstract: 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 mM) 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.
authors.affiliation: Department of Chemistry and Centre for Green Chemistry and Catalysis, Université de Montréal, CP 6128 Station Downtown, Montréal, Québec H3C 3J7 (Canada).
authors.forename: Michaël
authors.initials: M
authors.lastname: Raymond
authors.forename: Michael
authors.initials: M
authors.lastname: Holtz-Mulholland
authors.forename: Shawn K
authors.initials: SK
authors.lastname: Collins
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D047028:Macrocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D044367:Phase Transition; D011092:Polyethylene Glycols / Q000737:chemistry; D012428:Ruthenium / Q000737:chemistry
chemical_list: D000475:Alkenes; D047028:Macrocyclic Compounds; D011092:Polyethylene Glycols; D012428:Ruthenium
keywords: homogeneous catalysis; macrocyclization; metathesis; poly(ethylene)glycol; ruthenium