The glucosamine acetal derivative L1 and sulfonamide derivatives L2-L4 were synthesized via the reaction of hydroxy and/or amine of glucosamine. The catalytic properties of the catalysts generated in situ from the reaction of Ru(Ⅱ) compounds with glucosamine based ligands were evaluated in the hydrogenation of acetophenone with i-PrOH as hydrogen source. The catalytic activity was enhanced by the introduction of or-ganic group into the glucosamine frame. The effects of reaction temperature, time, molar ratio of acetophenone to catalyst and base on the catalytic reaction of the hydrogenation of acetophenone promoted by the combination of RuCl2( PPh3 ) 3/L4 were explored. The turn over frequency( TOF) was up to 1232 h-1 at 413 K with n( cata-lyst):n(KOH):n(acetophenone)=1:10:5000. Among the bases used, the potassium isopropoxide was the best one to activate the precatalyst. The kinetic results revealed that the reaction was the first order respect to acetophenone, and the apparent activition energy was 37. 13 kJ/mol. The catalyst system of RuCl2(PPh3)3/L4 was stable in the hydrogenation of acetophenone. The plausible reaction mechanism was proposed.%基于D-氨基葡萄糖氨基及羟基的反应,制备了缩醛化氨基葡萄糖衍生物L1及磺酰胺基葡萄糖衍生物L2~L4.将其与Ru(Ⅱ)化合物原位组成催化体系,考察了该催化体系在苯乙酮氢化反应中的催化活性,结果表明,有机基团的引入提高了氨基葡萄糖参与氢化反应的催化活性.研究了反应温度、时间及碱的种类对RuCl2(PPh3)3/L4催化苯乙酮氢化反应的影响.动力学研究结果表明,催化反应对苯乙酮为一级反应,表观活化能为37.13 kJ/mol,并提出了可能的反应机理.
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