A homochiral metal-organic framework (MOF) of an enantiopure 2,2'-dihydroxy-1,1'-biphenyl ligand was constructed. After exchanging one proton of the dihydroxyl group for Li(I) ions, the framework is shown to be a highly efficient and recyclable heterogeneous catalyst for asymmetric cyanation of aldehydes with up to >99% ee. Compared with the homogeneous counterpart, the MOF catalyst exhibits significantly enhanced catalytic activity and enantioselectivity, especially at a low catalyst/substrate ratio, due to that the rigid framework could stabilize the catalytically active monolithium salt of biphenol against its free transformation to catalytically inactive and/or less active assemblies in reactions. The synthetic utility of the cyanation was demonstrated in the synthesis of (S)-bufuralol (a nonselective β-adrenoceptor blocking agent) with 98% ee.

中文翻译：

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同手性金属-有机骨架作为氰醇合成的有效不对称催化剂

构建了对映体纯 2,2'-二羟基-1,1'-联苯配体的同手性金属有机框架 (MOF)。在将二羟基的一个质子交换为 Li(I) 离子后，该框架被证明是一种高效且可回收的多相催化剂，用于醛的不对称氰化，ee 高达 >99%。与均相对应物相比，MOF 催化剂表现出显着增强的催化活性和对映选择性，特别是在低催化剂/底物比时，因为刚性骨架可以稳定双酚的催化活性单锂盐，防止其自由转化为催化惰性和/或反应中活性较低的组件。