Abstract A chirality inducer was prepared by graphite oxide (GO) functionalization with enantiopure l -tartrate (GO * ) and used as asymmetric support for a covalently-linked manganese porphyrine complex [Mn(TPyP)OAc]. The thereby obtained heterogeneous catalyst, GO * -[Mn(TPyP)OAc], showed excellent performance and ee-values of 92–99% for the asymmetric epoxidation of prochiral olefins with O 2 as oxidant and isobutyraldehyde as co-reductant in acetonitrile; linear terminal olefins with 54–76% conversion and quantitative conversion of aromatic olefins. The GO * -[Mn(TPyP)OAc] catalyst is highly active, recyclable, and at the same time simple and inexpensive to prepare with a chiral inducer from the chiral pool. The structure of the catalyst was elucidated by scanning electron microscopy (SEM), transmission electron microscopy (TEM), BET analysis, FT-IR, Raman, and photoluminescence spectroscopic methods. Graphic Abstract Graphite oxide functionalized with an enantiopure group was used as a chirality inducer and asymmetric support for a Mn-porphyrine complex. The thereby obtained heterogeneous catalyst is an excellent enantioselective catalyst for the epoxidation of prochiral olefins.

中文翻译：

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手性改性氧化石墨作为手性诱导载体，支持接枝锰卟啉对烯烃的不对称环氧化

摘要 通过对映纯 l-酒石酸盐 (GO * ) 的氧化石墨 (GO) 功能化制备手性诱导剂，并将其用作共价连接的锰卟啉配合物 [Mn(TPyP)OAc] 的不对称载体。由此获得的多相催化剂GO*-[Mn(TPyP)OAc]在乙腈中以O 2 为氧化剂、异丁醛为共还原剂的前手性烯烃不对称环氧化反应中表现出优异的性能和92-99%的ee值；具有 54-76% 转化率和芳族烯烃定量转化率的线性末端烯烃。GO * -[Mn(TPyP)OAc] 催化剂具有高活性、可回收性，同时使用手性池中的手性诱导剂制备既简单又便宜。通过扫描电镜（SEM）、透射电镜（TEM）、BET分析等对催化剂的结构进行了阐明，FT-IR、拉曼和光致发光光谱方法。图形摘要用对映纯基团官能化的氧化石墨被用作手性诱导剂和Mn-卟啉复合物的不对称载体。由此获得的多相催化剂是用于前手性烯烃环氧化的优异的对映选择性催化剂。