Premium
Light‐Driven gem Hydrogenation: An Orthogonal Entry into “Second‐Generation” Ruthenium Carbene Catalysts for Olefin Metathesis
Author(s) -
Zachmann Raphael J.,
Fürstner Alois
Publication year - 2021
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.202101176
Subject(s) - carbene , ruthenium , metathesis , olefin metathesis , transition metal carbene complex , catalysis , acyclic diene metathesis , chemistry , olefin fiber , salt metathesis reaction , combinatorial chemistry , organic chemistry , polymerization , polymer
Abstract The newly discovered light‐driven gem hydrogenation of alkynes opens an unconventional yet efficient entry into five‐coordinate Grubbs‐type ruthenium carbene complexes with cis ‐disposed chloride ligands. Representatives of this class featuring a chelate substructure formed by an iodo‐substituted benzylidene unit react with (substituted) 2‐isopropoxystyrene to give prototypical “second‐generation” Grubbs‐Hoveyda complexes for olefin metathesis. The new approach to this venerable catalyst family is safe and versatile as it uses a triple bond rather than phenyldiazomethane as the ultimate carbene source and does not require any sacrificial phosphines.