手性胺修饰的羟基磷灰石负载RuCl2(TPP)3催化不对称氢化苯乙酮

doi:10.3866/PKU.WHXB20101017

Abstract

Abstract:

Chiral amine (L-proline,D-proline, (1R,2R)-1,2 -diphenyl -1,2 -ethylene diamine sulfonate disodium ((1R, 2R)-DPENDS) and (1S,2S)-1,2 -diphenyl -1,2 -ethylene diamine sulfonate disodium ((1S,2S)-DPENDS)) modified hydroxyapatite (HAP) were prepared and characterized by Fourier transform infrared (FT -IR) spectrometry, scanning electron microscopy (SEM),X-ray diffraction (XRD), and Brunauer -Emmett -Teller (BET) surface area analysis. RuCl₂ (TPP)₃was supported on(1R,2R)-DPENDS modified HAP for the asymmetric hydrogenation of acetophenone. A detailed investigation about the effects of temperature, amount of alkali,H₂ pressure, and concentration of DPENDS modified HAP on the activity and enantioselectivity of acetophenone hydrogenation was undertaken. Under the optimum reaction conditions of 30 ^oC, p(H₂)=5.0 MPa, reaction time of 4 h, the conversion and enantioselectivity reached 99.9% and 77.8% enantiomeric excess (ee), respectively. The results indicated that the asymmetric hydrogenation was accomplished on the surface of the chiral amine modified HAP. The immobilized catalyst was separated from the products by simple centrifugation and reused without adding any other reagents.

Key words: Chiral amine, Hydroxyapatite, RuCl₂(TPP)₃, Acetophenone, Heterogeneous asymmetrichydrogenation

MSC2000:

O643

ZHANG Ding-Lin, YANG Chao-Fen, SUN Ya-Ping, FU Hai-Yan, LI Rui-Xiang, CHEN Hua, LI Xian-Jun. Asymmetric Hydrogenation of Acetophenone Catalyzed by RuCl₂(TPP)₃ Supported on Hydroxyapatite Modified with Chiral Amine[J].Acta Phys. -Chim. Sin., 2010, 26(10): 2711-2718.

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Asymmetric Hydrogenation of Acetophenone Catalyzed by RuCl₂(TPP)₃ Supported on Hydroxyapatite Modified with Chiral Amine

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Asymmetric Hydrogenation of Acetophenone Catalyzed by RuCl₂(TPP)₃ Supported on Hydroxyapatite Modified with Chiral Amine