| 杂双金属复合物ZABDP催化芳香酮与芳香醛的直接不对称Aldol反应 |
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| 引用本文： | 李霄,高立国,弓莹,马亚军,马向荣.杂双金属复合物ZABDP催化芳香酮与芳香醛的直接不对称Aldol反应[J].高等学校化学学报,2017,38(5). |
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| 作者姓名： | 李霄 高立国 弓莹 马亚军 马向荣 |
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| 作者单位： | 1. 榆林学院化学与化工学院, 榆林 719000;兰州大学生命科学学院, 生物化学与分子生物学研究所, 兰州 73000;2. 榆林学院化学与化工学院,榆林,719000 |
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| 基金项目： | 国家自然科学基金，榆林市科学技术局基金(批准号:2014Cxy-01)资助.Supported by the National Natural Science Foundation of China，the Science Technology Program of Yulin City |
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| 摘 要： | 合成了新型的手性铝/锌杂双金属复合物(R,S,S)-3,3'-二(N-二苯基脯氨醇)甲基]-2,2'-二羟基-1,1'-联萘酚铝/锌复合物(ZABDP).在催化芳香酮与芳香醛的羟醛缩合(Aldol)反应中,该复合物中的铝作为路易斯酸活化醛,锌的烷氧化物作为Br?nsted碱,使苯乙酮形成活性锌的烯醇化物,2种金属的应用使得芳香醛与芳香酮的直接不对称Aldol反应顺利进行,反应的对映选择性最高达90%,产率最高达99%.
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| 关 键 词： | 不对称合成 不对称催化 杂双金属 Aldol反应 芳香酮 |
Direct Asymmetric Aldol Reaction of Acetophenones and Aromatic Aldehydes Catalyzed by Chiral Al/Zn Heterobimetallic Compounds ZABDP |
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| LI Xiao,GAO Liguo,GONG Ying,MA Yajun,MA Xiangrong.Direct Asymmetric Aldol Reaction of Acetophenones and Aromatic Aldehydes Catalyzed by Chiral Al/Zn Heterobimetallic Compounds ZABDP[J].Chemical Research In Chinese Universities,2017,38(5). |
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| Authors: | LI Xiao GAO Liguo GONG Ying MA Yajun MA Xiangrong |
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| Abstract: | A chiral Al/Zn heterobimetallic complex,(R,S,S)-3,3′-bis(N-diphenylprolinol) methyl]-2,2′-bis-(methoxymethyl)-1,1′-binaphthol Al/Zn heterobimetallic complex(ZABDP) was designed as catalyst, to catalyze the direct asymmetric Aldol reaction of acetophenones and aromatic aldehydes.The Al center acts as a Lewis acid to activate the aldehydes while ethylzinc alkoxide functions as a Br(o)nsted base to form the reactive zinc enolates in the complex ZABDP.The distinct actors of the two different metals contribute to the efficient direct asymmetric Aldol reaction, the highest e.e.value is 90% and yield is 99%. |
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| Keywords: | Asymmetric synthesis Asymmetric catalysis Heterobimetallic Aldol reaction Acetophenone |
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