Molybdenum Imido Alkylidene Metathesis Catalysts That Contain Electron-Withdrawing Biphenolates or Binaphtholates

Rojendra Singh,‡ Constantin Czekelius,‡ Richard R. Schrock,*‡ Peter Müller,‡ and Amir H. Hoveyda†
Department of Chemistry 6-331, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, and Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467
Organometallics, 2007, 26 (10), pp 2528–2539
DOI: 10.1021/om061134+
Publication Date (Web): April 11, 2007
Copyright © 2007 American Chemical Society
‡

 Massachusetts Institute of Technology.

,
*

 Corresponding author. E-mail:  rrs@mit.edu.

,
†

 Boston College.

Abstract

Abstract Image

We have prepared new Mo(NR)(CHCMe2Ph)(diolate) complexes (R = 2,6-i-Pr2C6H3, 2,6-Me2C6H3, 1-adamantyl, or 2-CF3C6H4) that contain relatively electron-withdrawing binaphtholate (3,3‘-bis(9-anthracenyl), 3,3‘-bispentafluorophenyl, or 3,3‘-bis(3,5-bis(trifluoromethyl)phenyl)) or biphenolate (3,3‘-di-tert-butyl-5,5‘-bistrifluoromethyl-6,6‘-dimethyl-1,1‘-biphenyl-2,2‘-diolate) ligands. We also have prepared new monomeric Mo(NR)(CHCMe2Ph)(2,5-dimethylpyrrolide)2 complexes and have treated them with biphenols or binaphthols in order to prepare several Mo(NR)(CHCMe2Ph)(diolate) species. In one case the new Mo(NR)(CHCMe2Ph)(diolate) complexes could be prepared only through reaction of a binaphthol [3,3‘-bis(pentafluorophenyl)binaphthol] with a bis(2,5-dimethylpyrrolide) complex. The pyrrolide approach can be employed either to isolate catalysts on a preparative scale or to generate catalysts in situ. Several simple preliminary ring-closing metathesis reactions show that the new complexes are catalytically competent.

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History

  • Published In Issue May 07, 2007
  • Received December 15, 2006

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