Year: 2018
Type: article
Abstract: Synthetic control over chirality and function is the crowning achievement for metal-organic frameworks, but the same level of control has not been achieved for covalent organic frameworks (COFs). Here we demonstrate chiral COFs (CCOFs) can be crystallized from achiral organic precursors by chiral catalytic induction. A total of nine two-dimensional CCOFs are solvothermally prepared by imine condensations of the C3-symmetric 1,3,5-triformylphloroglucinol (Tp) with diamine or triamine linkers in the presence of catalytic amount of (R)- or (S)-1-phenylethylamine. Homochirality of these CCOFs results from chiral catalyst-induced immobilization of threefold-symmetric tris(N-salicylideneamine) cores with a propeller-like conformation of one single handedness during crystallization. The CCOF-TpTab showed high enantioselectivity toward chiral carbohydrates in fluorescence quenching and, after postsynthetic modification of enaminone groups located in chiral channels with Cu(II) ions, it can also be utilized as a heterogeneous catalyst for the asymmetric Henry reaction of nitroalkane with aldehydes.
Source: Nature Communications
Authors: Xing Han, Jie Zhang, Jinjing Huang, Xiaowei Wu, Daqiang Yuan, Yan Liu, Yong Cui
Institutions: Shanghai Jiao Tong University, State Key Laboratory of Metal Matrix Composites, Chinese Academy of Sciences, Fujian Institute of Research on the Structure of Matter, State Key Laboratory of Structural Chemistry, Collaborative Innovation Center of Chemical Science and Engineering Tianjin
Language: English
Subfield: Materials Chemistry
Field: Materials Science
Domain: Physical Sciences
Open Access status: gold
Estimated APC paid: $6,990
OpenAlex ID: W2795629274