首页> 中文期刊> 《合成化学》 >新型手性膦噁唑啉铱络合物的合成及其在氢化反应中的应用

新型手性膦噁唑啉铱络合物的合成及其在氢化反应中的应用

         

摘要

A novel chiral oxazoline-phosphine ligand(3) with 99% ee in 43% yield was prepared by reaction of tert-butylphenylphosphine-borane with 2-( chloromethyl)-4,4-dimethyl-4,5-dihydrooxazole in the present of ( -)-sparteine. Two novel chiral Ir-phosphine-oxazoline complexes(1 and 2) with chiral center in phosphine atom were synthesized by complexation reaction of 3 with [ Ir ( cod ) Cl ] 2 . The structures were characterized by 1 H NMR, 13 C NMR, 31 P NMR and elemental analysis. The cata-lytic performance of 1 and 2 in the hydrogenation of olefins were investigated. The results showed that 1 exhibited good catalytic activity with >92% yield and modest enantioselectivities( <36%) .%在鹰爪碱诱导下,2-氯甲基-4,4-二甲基噁唑啉与叔丁基苯基膦硼烷经络合反应,以43%的收率合成了光学纯度大于99%,手性中心在P上的新型手性噁唑啉氮膦配体(3);3和铱配合物([Ir(cod)Cl]2)经络合反应以55%的收率制得两个新型手性膦噁唑啉铱络合物催化剂(1和2),其结构经1H NMR,13C NMR,31P NMR和元素分析表征。考察了1和2对烯烃的不对称氢化反应的催化性能。结果表明:1具有较好的催化能力,收率>92%,但催化剂的手性诱导能力较差( ee≤36%)。

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