The role of acid in accelerating the asymmetric reduction of methyl acetoacetate with BINAP-chloro-(p-cymene)-Ru chloride complex

Adi Wolfson; Ivo F.J. Vankelecom; Shimona Geresh; Pierre A. Jacobs

doi:10.1016/j.molcata.2004.03.014

The role of acid in accelerating the asymmetric reduction of methyl acetoacetate with BINAP-chloro-(p-cymene)-Ru chloride complex

Adi Wolfson, Ivo F.J. Vankelecom, Shimona Geresh, Pierre A. Jacobs

Department of Biotechnology Engineering

Research output: Contribution to journal › Article › peer-review

21 Scopus citations

Abstract

The effect of addition of organic and inorganic catalytic amounts of acid on the asymmetric hydrogenation of methyl acetoacetate with Ru-BINAP complex was studied. An increased activity was observed which was found to be dependent on the strength and the amount of acid added up to saturation. It was proposed that the added acids protonate the carbonyl bond and hence facilitate the hydride transfer.

Original language	English
Pages (from-to)	21-26
Number of pages	6
Journal	Journal of Molecular Catalysis A: Chemical
Volume	217
Issue number	1-2
DOIs	https://doi.org/10.1016/j.molcata.2004.03.014
State	Published - 3 Aug 2004

Keywords

Asymmetric reduction
BINAP
Methyl acetoacetate

ASJC Scopus subject areas

Catalysis
Process Chemistry and Technology
Physical and Theoretical Chemistry

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10.1016/j.molcata.2004.03.014

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abstract = "The effect of addition of organic and inorganic catalytic amounts of acid on the asymmetric hydrogenation of methyl acetoacetate with Ru-BINAP complex was studied. An increased activity was observed which was found to be dependent on the strength and the amount of acid added up to saturation. It was proposed that the added acids protonate the carbonyl bond and hence facilitate the hydride transfer.",

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AU - Geresh, Shimona

AU - Jacobs, Pierre A.

PY - 2004/8/3

Y1 - 2004/8/3

N2 - The effect of addition of organic and inorganic catalytic amounts of acid on the asymmetric hydrogenation of methyl acetoacetate with Ru-BINAP complex was studied. An increased activity was observed which was found to be dependent on the strength and the amount of acid added up to saturation. It was proposed that the added acids protonate the carbonyl bond and hence facilitate the hydride transfer.

AB - The effect of addition of organic and inorganic catalytic amounts of acid on the asymmetric hydrogenation of methyl acetoacetate with Ru-BINAP complex was studied. An increased activity was observed which was found to be dependent on the strength and the amount of acid added up to saturation. It was proposed that the added acids protonate the carbonyl bond and hence facilitate the hydride transfer.

KW - Asymmetric reduction

KW - BINAP

KW - Methyl acetoacetate

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ER -

The role of acid in accelerating the asymmetric reduction of methyl acetoacetate with BINAP-chloro-(p-cymene)-Ru chloride complex

Abstract

Keywords

ASJC Scopus subject areas

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