Reusable nano-sized chiral bisoxazoline catalysts

Fumiyasu Ono, Shuji Kanemasa, Junji Tanaka

Research output: Contribution to journalArticle

42 Citations (Scopus)

Abstract

The nano-sized gold particle-based chiral catalyst having two kinds of alkyl thiol spacers, one of which is substituted with the chiral bisoxazoline/copper(II) complex at the end, behaves as reusable homogeneous catalyst. This gold particle complex acts as nearly homogeneous catalyst in the ene reaction between 2-phenylpropene and ethyl glyoxylate in dichloromethane, while it undergoes dense aggregation when diluted with hexane so as to be separated by simple filtration. Thus, the catalyst can be recovered after the completion of reaction by the repeated sequences of solvent exchange, centrifugal treatment, and decantation, followed by the recharge of substrates, and the situation is ready for the second reaction.

Original languageEnglish
Pages (from-to)7623-7626
Number of pages4
JournalTetrahedron Letters
Volume46
Issue number44
DOIs
Publication statusPublished - Oct 31 2005

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alpha-methylstyrol
Gold
Catalysts
Methylene Chloride
Hexanes
Sulfhydryl Compounds
Copper
Agglomeration
Substrates
glyoxylic acid

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Reusable nano-sized chiral bisoxazoline catalysts. / Ono, Fumiyasu; Kanemasa, Shuji; Tanaka, Junji.

In: Tetrahedron Letters, Vol. 46, No. 44, 31.10.2005, p. 7623-7626.

Research output: Contribution to journalArticle

Ono, Fumiyasu ; Kanemasa, Shuji ; Tanaka, Junji. / Reusable nano-sized chiral bisoxazoline catalysts. In: Tetrahedron Letters. 2005 ; Vol. 46, No. 44. pp. 7623-7626.
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