手性希夫碱的合成及其催化不对称硅氢插入反应的研究 |
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引用本文: | 杨伟,杨科芳,郑战江,徐利文.手性希夫碱的合成及其催化不对称硅氢插入反应的研究[J].杭州师范大学学报(自然科学版),2013(6):486-490,527. |
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作者姓名: | 杨伟 杨科芳 郑战江 徐利文 |
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作者单位: | 杭州师范大学有机硅化学及材料技术教育部重点实验室,浙江杭州311121 |
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基金项目: | 国家自然科学基金项目(21173064;51203037). |
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摘 要: | 合成了结构中同时含有氮和磷的新型手性希夫碱,将希夫碱与金属配合物结合催化α-苯基-α-重氮乙酸甲酯与硅氢化合物的不对称硅氢插入反应,考察了不同的金属铜配合物和希夫碱对反应的影响,探讨了手性希夫碱/金属配合物催化体系对不同硅氢底物的适应性.当采用希夫碱4与Cu(CH3CN)4PF6的催化体系催化α-苯基-α-重氮乙酸甲酯与二甲基苯基硅烷的不对称硅氢插入反应时,反应具有优良的产率(100%)和对映选择性(76%).
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关 键 词: | 手性希夫碱 硅氢插入 不对称 催化 |
The Synthesis of Chiral Schiff Base and its Application in the Catalysis of Asymmetric Si--H Insert Reaction |
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Authors: | YANG Wei YANG Kefang ZHENG Zhanjiang XU Liwen |
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Institution: | (Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 311121, China) |
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Abstract: | New chiral Schiff base containing nitrogen and phosphorus was successfully synthesized. The chiral Schiff base cooperated with different metal complexes were used to catalyze the asymmetric Si-H insert reaction of α-phenyl-α- methyl diazoacetate and the compounds containing Si-H groups. The paper investigated the effects of the copper complexes and the Schiff base on the reaction, and discussed the suitability of this catalytic system on the substrates containing Si-H groups. When using the Schiff base 4/Cu(CH3CN)4PF6 to catalyze the asymmetric Si--H insert reaction of α-phenyl-α- methyl diazoacetate and dimethyphenylsilane, the reaction had excellent yield(100%) and good enantioselectivity(76 %). |
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Keywords: | chiral Schiff bases Si--H insertion asymmetric catalysis |
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