Yuan Yin, Yang Junfeng, Zhang Junliang
Department of Chemistry, Fudan University 2005 Songhu Road Shanghai 200438 P. R. China
Fudan Zhangjiang Institute Shanghai 201203 P. R. China.
Chem Sci. 2022 Dec 7;14(3):705-710. doi: 10.1039/d2sc05428k. eCollection 2023 Jan 18.
The development of an efficient and straightforward method for decarboxylative coupling using common alkyl carboxylic acid is of great value. However, decarboxylative coupling with nucleophiles always needs stoichiometric chemical oxidants or substrate prefunctionalization. Herein, we report a protocol for Cu-catalyzed enantioselective decarboxylative cyanation the merger of photocatalysis and electrochemistry. CeCl and Cu/BOX were used as co-catalysts to promote the decarboxylation and cyanation, and both catalysts were regenerated anodic oxidation. This method establishes a proof of concept enantioselective transformation photoelectrocatalysis. Studies by DFT calculations provided mechanistic insight on enantioselectivity control.
开发一种使用常见烷基羧酸进行脱羧偶联的高效且简便的方法具有重要价值。然而，与亲核试剂的脱羧偶联总是需要化学计量的化学氧化剂或底物预官能团化。在此，我们报道了一种用于铜催化对映选择性脱羧氰化反应的方案——光催化与电化学的结合。CeCl和Cu/BOX用作共催化剂以促进脱羧和氰化反应，并且两种催化剂都通过阳极氧化进行再生。该方法建立了光电解催化对映选择性转化的概念验证。密度泛函理论（DFT）计算研究提供了对映选择性控制的机理见解。
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