Photoinduced Miyaura Borylation by a Rare-Earth-Metal Photoreductant: The Hexachlorocerate(III) Anion

Angewandte Chemie
Yusen QiaoEric J Schelter

Abstract

The first photoinduced carbon(sp2 )-heteroatom bond forming reaction by a rare-earth-metal photoreductant, a Miyaura borylation, has been achieved. This simple, scalable, and novel borylation method that makes use of the hexachlorocerate(III) anion ([CeIII Cl6 ]3- , derived from CeCl3 ) has a broad substrate scope and functional-group tolerance and can be conducted at room temperature. Combined with Suzuki-Miyaura cross-coupling, the method is applicable to the synthesis of various biaryl products, including through the use of aryl chloride substrates.

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Citations

Sep 13, 2018·Chemical Communications : Chem Comm·Corey P BurnsMichael Nippe
Jan 3, 2019·Chemistry : a European Journal·Antoine NiteletThomas Poisson
Mar 19, 2019·Chemical Communications : Chem Comm·Yusen QiaoEric J Schelter
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Aug 30, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ramiro Barraza, Matthew J Allen
Feb 6, 2020·Chemical Science·Florian W Friese, Armido Studer
Oct 2, 2020·Angewandte Chemie·Matthias SchmalzbauerBurkhard König
Oct 30, 2020·Nature·Chao ShuVarinder K Aggarwal
Feb 18, 2021·Chemical Reviews·Ya-Ming TianTodd B Marder
Mar 17, 2021·Journal of the American Chemical Society·Karina TargosZachary K Wickens
Mar 24, 2021·Journal of the American Chemical Society·Yuegang ChenZhiwei Zuo
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May 30, 2019·Journal of the American Chemical Society·Li Zhang, Lei Jiao
Oct 6, 2018·Journal of the American Chemical Society·Anhua HuZhiwei Zuo
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Jan 4, 2020·Journal of the American Chemical Society·Shengfei JinOleg V Larionov
Dec 31, 2021·Chemical Reviews·Bogdan MarciniecHieronim Maciejewski

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