Chiral Metal-Organic Frameworks Bearing Free Carboxylic Acids for Organocatalyst Encapsulation

被引:91
作者
Liu, Yan [1 ,2 ]
Xi, Xiaobing [1 ,2 ]
Ye, Chengcheng [1 ,2 ]
Gong, Tengfei [1 ,2 ]
Yang, Zhiwei [1 ,2 ]
Cui, Yong [1 ,2 ,3 ]
机构
[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai 200240, Peoples R China
[2] Shanghai Jiao Tong Univ, State Key Lab Met Matrix Composites, Shanghai 200240, Peoples R China
[3] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300072, Peoples R China
关键词
aldol reactions; heterogeneous catalysis; metal-organic frameworks; organocatalysis; porous materials; HETEROGENEOUS ASYMMETRIC CATALYSIS; POROUS MATERIALS; ALDOL REACTION; FUNCTIONALIZATION; DESIGN; EPOXIDATION; SEPARATION; MOLECULE; STRATEGY; LIGAND;
D O I
10.1002/anie.201408896
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two chiral carboxylic acid functionalized micro- and mesoporous metal-organic frameworks (MOFs) are constructed by the stepwise assembly of triple-stranded heptametallic helicates with six carboxylic acid groups. The mesoporous MOF with permanent porosity functions as a host for encapsulation of an enantiopure organic amine catalyst by combining carboxylic acids and chiral amines in situ through acid-base interactions. The organocatalyst-loaded framework is shown to be an efficient and recyclable heterogeneous catalyst for the asymmetric direct aldol reactions with significantly enhanced stereoselectivity in relative to the homogeneous organocatalyst.
引用
收藏
页码:13821 / 13825
页数:5
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