Sun Bo, Shen Bowen, Urushima Akio, Liu Xin, Feng Xiaopeng, Yashima Eiji, Lee Myongsoo
State Key Laboratory for Supramolecular Strucuture and Materials, College of Chemistry, Jilin University, Changchun, 130012, China.
Department of Chemistry, Fudan University, Shanghai, 200438, China.
Angew Chem Int Ed Engl. 2020 Dec 7;59(50):22690-22696. doi: 10.1002/anie.202010809. Epub 2020 Oct 7.
Reported here is the use of single-layered, chiral porous sheets with induced pore chirality for repeatable asymmetric transformations and self-separation without the need for chiral catalysts or chiral auxiliaries. The asymmetric induction is driven by chiral fixation of absorbed achiral substrates inside the chiral pores for transformation into enantiopure products with enantioselectivities of greater than 99 % ee. When the conversion is completed, the products are spontaneously separated out of the pores, enabling the porous sheets to perform repeated cycles of converting achiral substrates into chiral products for release without compromising pore performance. Confinement of achiral substrates into two-dimensional chiral porous materials provides access to a highly efficient alternative to current asymmetric synthesis methodologies.
本文报道了使用具有诱导孔手性的单层手性多孔片材进行可重复的不对称转化和自分离,无需手性催化剂或手性助剂。不对称诱导是由手性孔内吸附的非手性底物的手性固定驱动的,用于转化为对映体纯度大于99% ee的对映体纯产物。当转化完成时,产物会自发地从孔中分离出来,使多孔片材能够将非手性底物转化为手性产物并释放的过程重复进行多个循环,而不会损害孔的性能。将非手性底物限制在二维手性多孔材料中为当前不对称合成方法提供了一种高效的替代方法。