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Photocatalytic direct borylation of carboxylic acids.

Qiang WeiYuhsuan LeeWeiqiu LiangXiaolei ChenBo-Shuai MuXi-Yang CuiWangsuo WuShuming BaiZhibo Liu
Published in: Nature communications (2022)
The preparation of high value-added boronic acids from cheap and plentiful carboxylic acids is desirable. To date, the decarboxylative borylation of carboxylic acids is generally realized through the extra step synthesized redox-active ester intermediate or in situ generated carboxylic acid covalent derivatives above 150 °C reaction temperature. Here, we report a direct decarboxylative borylation method of carboxylic acids enabled by visible-light catalysis and that does not require any extra stoichiometric additives or synthesis steps. This operationally simple process produces CO 2 and proceeds under mild reaction conditions, in terms of high step economy and good functional group compatibility. A guanidine-based biomimetic active decarboxylative mechanism is proposed and rationalized by mechanistic studies. The methodology reported herein should see broad application extending beyond borylation.
Keyphrases
  • visible light
  • ionic liquid
  • electron transfer
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  • liquid chromatography
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  • solid phase extraction
  • oxide nanoparticles