Ruthenium carbene complexes with N,N '-bis(mesityl) imidazol-2-ylidene ligands: RCM catalysts of extended scope

A Furstner, O R Thiel, L Ackermann, H J Schanz, Steven Patrick Nolan

Research output: Contribution to journalArticlepeer-review

485 Citations (Scopus)

Abstract

The ruthenium carbene complexes 3a,b bearing imidazol-2-ylidene ligands constitute excellent precatalysts for ring-closing metathesis (RCM) reactions allowing the formation of tri- and tetrasubstituted cycloalkenes. They also apply to annulations that are beyond the scope of the standard Grubbs carbene 1 as well as to ring-closing reactions of acrylic acid derivatives even if the resulting alpha,beta-unsaturated lactones (or lactams) are tri- or tetrasubstituted. The reactivity of 3a was found to be highly dependent on the reaction medium: particularly high reaction rates are observed in toluene, although this solvent also leads to an increased tendency of the catalyst to isomerize the double bonds of the substrates.

Original languageEnglish
Pages (from-to)2204-2207
Number of pages4
JournalThe Journal of Organic Chemistry
Volume65
Issue number7
Publication statusPublished - 7 Apr 2000

Keywords

  • RING-CLOSING-METATHESIS
  • OLEFIN METATHESIS
  • STRATEGY
  • LACTONE
  • DIENES

Fingerprint

Dive into the research topics of 'Ruthenium carbene complexes with N,N '-bis(mesityl) imidazol-2-ylidene ligands: RCM catalysts of extended scope'. Together they form a unique fingerprint.

Cite this