Crystal structure and computational investigation of an analogue of Grubbs' second generation catalyst with a fluorous phosphine

Robert Tuba, Edward Brothers, Joseph H. Reibenspies, Hassan S. Bazzi, John A. Gladysz

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

A fluorous phosphine analogue of Grubbs' second generation olefin metathesis catalyst, (H2IMes)((Rf8(CH2) 2)3P)(Cl)2Ru(=CHPh) (1; H2IMes/ Rf8 = 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene/(CF 2)7CF3) is crystallized and the X-ray structure analyzed in detail. The bond lengths and angles about ruthenium are compared to those of two solvates and five derivatives of Grubbs' second generation catalyst. All exhibit distorted square pyramidal geometries in which the alkylidene ligands occupy apical positions, and geometric trends are interpreted with the help of density functional calculations. The perfluoroalkyl groups (1) exhibit helical conformations, as manifested by various torsional relationships, (2) segregate in the lattice, and (3) align in pairs of opposite helical chiralities.

Original languageEnglish
Pages (from-to)9943-9949
Number of pages7
JournalInorganic Chemistry
Volume51
Issue number18
DOIs
Publication statusPublished - 17 Sep 2012

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phosphine
Ruthenium
Alkenes
phosphines
Crystal structure
X-Rays
analogs
alkylidene
Ligands
catalysts
Catalysts
crystal structure
Chirality
metathesis
Bond length
chirality
ruthenium
alkenes
Density functional theory
Conformations

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Physical and Theoretical Chemistry

Cite this

Crystal structure and computational investigation of an analogue of Grubbs' second generation catalyst with a fluorous phosphine. / Tuba, Robert; Brothers, Edward; Reibenspies, Joseph H.; Bazzi, Hassan S.; Gladysz, John A.

In: Inorganic Chemistry, Vol. 51, No. 18, 17.09.2012, p. 9943-9949.

Research output: Contribution to journalArticle

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