trans‐Chelating Chiral Diphosphane Ligands Bearing Flexible P‐Alkyl Substituents (AlkylTRAPs) and their Application to the Rhodium‐Catalyzed Asymmetric Hydrosilylation of Simple Ketones

Masaya Sawamura, Ryoichi Kuwano, Yoshihiko Ito

Research output: Contribution to journalArticle

116 Citations (Scopus)

Abstract

Not bulky substituents but flexible alkyl groups led to the hitherto highest enantioselectivities for the asymmetric hydrosilylation of simple ketones catalyzed by diphosphanerhodium complexes. The reduction of acetophenone in the presence of the diphosphane ligand 1, R = nPr,nBu, gave 92% ee, whereas with 1, R = Ph and R = iPr, ee values of only 15% and 1%, respectively, were achieved. (Figure Presented.)

Original languageEnglish
Pages (from-to)111-113
Number of pages3
JournalAngewandte Chemie International Edition in English
Volume33
Issue number1
DOIs
Publication statusPublished - Jan 17 1994
Externally publishedYes

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Bearings (structural)
Hydrosilylation
Enantioselectivity
Ketones
Ligands
acetophenone

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Cite this

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abstract = "Not bulky substituents but flexible alkyl groups led to the hitherto highest enantioselectivities for the asymmetric hydrosilylation of simple ketones catalyzed by diphosphanerhodium complexes. The reduction of acetophenone in the presence of the diphosphane ligand 1, R = nPr,nBu, gave 92{\%} ee, whereas with 1, R = Ph and R = iPr, ee values of only 15{\%} and 1{\%}, respectively, were achieved. (Figure Presented.)",
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AU - Kuwano, Ryoichi

AU - Ito, Yoshihiko

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N2 - Not bulky substituents but flexible alkyl groups led to the hitherto highest enantioselectivities for the asymmetric hydrosilylation of simple ketones catalyzed by diphosphanerhodium complexes. The reduction of acetophenone in the presence of the diphosphane ligand 1, R = nPr,nBu, gave 92% ee, whereas with 1, R = Ph and R = iPr, ee values of only 15% and 1%, respectively, were achieved. (Figure Presented.)

AB - Not bulky substituents but flexible alkyl groups led to the hitherto highest enantioselectivities for the asymmetric hydrosilylation of simple ketones catalyzed by diphosphanerhodium complexes. The reduction of acetophenone in the presence of the diphosphane ligand 1, R = nPr,nBu, gave 92% ee, whereas with 1, R = Ph and R = iPr, ee values of only 15% and 1%, respectively, were achieved. (Figure Presented.)

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