A sterically demanding nucleophilic carbene: 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene). Thermochemistry and catalytic application in olefin metathesis

L Jafarpour, E D Stevens, Steven Patrick Nolan

Research output: Contribution to journalArticlepeer-review

302 Citations (Scopus)

Abstract

The sterically demanding nucleophilic carbene ligand 1,3-bis(2,6-diisopropylphenyl)imidazol-2 (IPr, 4) has been synthesized. The reaction of [Cp*RuCl](4) (5; Cp* = eta*-C5Me5) with this ligand affords a coordinatively unsaturated Cp*Ru(IPr)Cl (6) complex. Solution calorimetric results in this system provide information concerning the electron donor properties of the carbene ligand. Steric parameters associated with this ligand are determined from the X-ray crystal structure study. The carbene ligand reacts with RuCl2(=C(H)Ph)(PCy3)(2) (1) to yield a mixed carbene-phosphine ruthenium complex RuCl2(=C(H)Ph)(IPr)(PCy3) (9). A single-crystal X-ray diffraction study has been performed on 9. The thermal stability of 9 has been studied at 60 degrees C and its catalytic activity has been evaluated for the ring closing metathesis of diethyldiallylmalonate. (C) 2000 Elsevier Science S.A. All rights reserved.

Original languageEnglish
Pages (from-to)49-54
Number of pages6
JournalJournal of Organometallic Chemistry
Volume606
Issue number1
Publication statusPublished - 14 Jul 2000

Keywords

  • nucleophilic carbene
  • thermochemistry
  • olefin metathesis
  • STRAIN CYCLIC OLEFINS
  • IMIDAZOLIN-2-YLIDENE LIGANDS
  • COMPLEXES
  • POLYMERIZATION
  • MOIETY
  • RUCL2(=CHR')(PR(3))(2)
  • NORBORNENE
  • ROMP

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