Synthesis and Characterization of (+)-α-Phenylethanammonium Phosphotungstate and Its Catalytic Performance for Asymmetric Epoxidation

Abstract

以Keggin型12-磷钨酸和(+)-α-苯乙胺为原料,通过水热法合成了具有Keggin结构的(+)-α-苯乙胺磷钨酸盐(C8H12-N)3PW12O40.通过红外光谱、核磁共振波谱、紫外光谱、元素分析和热重分析等技术对合成产物进行了结构、组成和热稳定性的表征和考察,证实了合成产物为(+)-α-苯乙胺磷钨酸盐.以顺丙烯磷酸-α-苯乙胺盐环氧化合成(1R,2S)-环氧丙基磷酸-α-苯乙胺盐为探针反应,考察了(C8H12N)3PW12O40催化不对称环氧化性能.结果表明,在催化剂用量为2.00%和反应温度为50℃时,产物环氧丙基磷酸苯乙胺盐的收率为64%,(1R,2S)-环氧丙基磷酸苯乙胺盐的对映选择性ee值为10.8%.A(+)-α-phenylethanammonium phosphotungstate(C8H12N)3PW12O40 was synthesized by a mild hydrothermal technique and its structure was characterized by infrared spectroscopy,nuclear magnetic resonance,ultraviolet spectroscopy,elemental analysis,and thermogravimetry.A probe reaction of the epoxidation of(±)-α-phenylethanammonium-cis-1-propenylphosphonate into α-phenylethanammonium-cis-1,2-epoxypropyl phosphonate was carried out to investigate the catalytic performance of(C8H12N)3P-W12O40.A yield of 64% of epoxide and ee of 10.8% of α-phenylethanammonium-cis-(1R,2S)-epoxypropyl phosphonate were obtained with 2% catalyst at temperature 50 ℃.河南省杰出人才创新基金(0221001200

    Similar works