Yuan C,
Fu S,
Kang X,
Cheng C,
Jiang C,
Liu Y,
Cui Y.
*
Shanghai Jiao Tong University, P. R. of China
Mixed-Linker Chiral 2D Covalent Organic Frameworks with Controlled Layer Stacking for Electrochemical Asymmetric Catalysis.
J. Am. Chem. Soc. 2024;
146: 635-645
DOI:
10.1021/jacs.3c10478
Key words
covalent organic frameworks - asymmetric reaction - arylation - aldehydes - electrochemical reaction
Significance
Two-dimensional covalent organic frameworks CCOF-Et and CCOF-i-Pr containing a chiral imidazolidinone unit promoted the asymmetric α-arylation of aldehydes with N-tosyl-4-aminophenol under electrochemical conditions to give the corresponding arylated and cyclized products in up to 86% yield and 97% ee (eq. 2).
Comment
CCOF-Et and CCOF-i-Pr were prepared according to equation 1. In the arylation of butanal, CCOF-Et was recovered and reused four times without significant loss of its catalytic activity.