Abstract
Organo-catalysts for the Michael addition reaction of nitrostyrene with acetone are essential to improve the efficiency and enantioselectivity, and their recycling also faces great challenges. Herein, a sulfonated chiral covalent organic framework (SDA-CCOF) was successfully constructed by post modification of the pre-prepared sulfonated COF with chiral 1, 2-diaminocyclohexane via N-sulfonylation. The catalytic performance was evaluated by the asymmetric Michael addition reaction of β-nitrostyrene with acetone. Under the optimized conditions, 81% conversion of β-nitrostyrene and 90% enantioselectivity were achieved. The generality of the catalyst was examined for diverse substrates with 84–96% enantioselectivity. Moreover, a possible catalytic mechanism of the Michael reaction by SDA-CCOF was speculated based on the characterization results and previous reports. This novel catalyst may provide inspirations for the development of CCOF and the loading of organo-catalysts.
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