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Significance: A rhodium complex supported on a chiral porous organic framework (chiral POF-Rh) was prepared by the Suzuki–Miyaura coupling of chiral bistriflate 1 and 2, followed by the complexation with [Rh(C2H4)2Cl]2 (eq 1). Chiral POF-Rh catalyzed the asymmetric conjugate addition of arylboronic acids to enones to give the corresponding 1,4-addition products in up to 93% yield with up to 93% ee (15 examples, eq. 2). Comment: Chiral POF and chiral POF-Rh were characterized by NMR, BET, TEM, SEM, TGA, PXRD, and ICP analyses. In the reaction of phenylboronic acid with 2-cyclohexenone, chiral POF was recovered by centrifugation and reused by treatment with [Rh(C2H4)2Cl]2 without significant loss of activity and enantioselectivity (5th recycling run: 87% yield, 84% ee). Typical results: 1.

Asymmetric Conjugate Addition of ArB(OH)2 to Enones with Chiral Rh-POF