Asymmetric reduction of aromatic ketones in pyridinium-based ionic liquids

Ying Xiao; Sanjay V. Malhotra

doi:10.1016/j.tetasy.2006.03.032

Asymmetric reduction of aromatic ketones in pyridinium-based ionic liquids

Ying Xiao, Sanjay V. Malhotra

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

15 Scopus citations

Abstract

The asymmetric reduction of aromatic ketones has been studied in pyridinium-based room temperature ionic liquids, namely, 1-ethyl-pyridinium tetrafluoroborate, [EtPy]⁺[BF₄]^- and 1-ethyl-pyridinium trifluoroacetate, [EtPy]⁺[CF₃COO]^-. Ionic liquids were employed as solvents, while (R)-BINOL and (R)-BINOL-Br were used as chiral promoters. The effects of solvent, reaction time, temperature, catalyst loading and substituents were investigated. The reduction could be easily carried out in both ionic liquids with lower catalyst loading. 1-Ethyl-pyridinium tetrafluoroborate was recycled and reused efficiently.

Original language	English (US)
Pages (from-to)	1062-1065
Number of pages	4
Journal	Tetrahedron Asymmetry
Volume	17
Issue number	7
DOIs	https://doi.org/10.1016/j.tetasy.2006.03.032
State	Published - Apr 3 2006
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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abstract = "The asymmetric reduction of aromatic ketones has been studied in pyridinium-based room temperature ionic liquids, namely, 1-ethyl-pyridinium tetrafluoroborate, [EtPy]+[BF4]- and 1-ethyl-pyridinium trifluoroacetate, [EtPy]+[CF3COO]-. Ionic liquids were employed as solvents, while (R)-BINOL and (R)-BINOL-Br were used as chiral promoters. The effects of solvent, reaction time, temperature, catalyst loading and substituents were investigated. The reduction could be easily carried out in both ionic liquids with lower catalyst loading. 1-Ethyl-pyridinium tetrafluoroborate was recycled and reused efficiently.",

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doi = "10.1016/j.tetasy.2006.03.032",

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AU - Xiao, Ying

AU - Malhotra, Sanjay V.

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N2 - The asymmetric reduction of aromatic ketones has been studied in pyridinium-based room temperature ionic liquids, namely, 1-ethyl-pyridinium tetrafluoroborate, [EtPy]+[BF4]- and 1-ethyl-pyridinium trifluoroacetate, [EtPy]+[CF3COO]-. Ionic liquids were employed as solvents, while (R)-BINOL and (R)-BINOL-Br were used as chiral promoters. The effects of solvent, reaction time, temperature, catalyst loading and substituents were investigated. The reduction could be easily carried out in both ionic liquids with lower catalyst loading. 1-Ethyl-pyridinium tetrafluoroborate was recycled and reused efficiently.

AB - The asymmetric reduction of aromatic ketones has been studied in pyridinium-based room temperature ionic liquids, namely, 1-ethyl-pyridinium tetrafluoroborate, [EtPy]+[BF4]- and 1-ethyl-pyridinium trifluoroacetate, [EtPy]+[CF3COO]-. Ionic liquids were employed as solvents, while (R)-BINOL and (R)-BINOL-Br were used as chiral promoters. The effects of solvent, reaction time, temperature, catalyst loading and substituents were investigated. The reduction could be easily carried out in both ionic liquids with lower catalyst loading. 1-Ethyl-pyridinium tetrafluoroborate was recycled and reused efficiently.

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M3 - Article

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JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

SN - 0957-4166

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ER -

Asymmetric reduction of aromatic ketones in pyridinium-based ionic liquids

Abstract

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