Construction of pseudo-heterochiral and homochiral Di-μ- oxotitanium(Schiff base) dimers and enantioselective epoxidation using aqueous hydrogen peroxide

Kazuhiro Matsumoto, Yuji Sawada, Bunnai Saito, Ken Sakai, Tsutomu Katsuki

Research output: Contribution to journalArticle

124 Citations (Scopus)

Abstract

(Chemical Equation Presented) Salen's lot: Meerwein-Ponndorf-Verley reduction of [Ti(salen) (OiPr)2] (salen = bis(salicylidene) ethylenediaminato) complexes followed by treatment with water leads to the synthesis of pseudo-heterochiral and homochiral di-μ-oxotitanium dimers. These dimers, in particular (aR,S,Δ,aR,S,Δ)-dimer 1, efficiently catalyze the epoxidation of simple olefins using aqueous hydrogen peroxide (see scheme) with ee values up to 99% and turnover numbers up to 4600.

Original languageEnglish
Pages (from-to)4935-4939
Number of pages5
JournalAngewandte Chemie - International Edition
Volume44
Issue number31
DOIs
Publication statusPublished - Aug 5 2005

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Epoxidation
Schiff Bases
Hydrogen peroxide
Dimers
Hydrogen Peroxide
Alkenes
Olefins
Water
disalicylaldehyde ethylenediamine

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Cite this

Construction of pseudo-heterochiral and homochiral Di-μ- oxotitanium(Schiff base) dimers and enantioselective epoxidation using aqueous hydrogen peroxide. / Matsumoto, Kazuhiro; Sawada, Yuji; Saito, Bunnai; Sakai, Ken; Katsuki, Tsutomu.

In: Angewandte Chemie - International Edition, Vol. 44, No. 31, 05.08.2005, p. 4935-4939.

Research output: Contribution to journalArticle

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