Unknown

Dataset Information

0

Photoinduced metal-free borylation of aryl halides catalysed by an in situ formed donor-acceptor complex.


ABSTRACT: Organoboron compounds are very important building blocks which can be applied in medicinal, biological and industrial fields. However, direct borylation in a metal free manner has been very rarely reported. Herein, we described the successful direct borylation of haloarenes under mild, operationally simple, catalyst-free conditions, promoted by irradiation with visible light. Mechanistic experiments and computational investigations indicate the formation of an excited donor-acceptor complex with a -3.12 V reduction potential, which is a highly active reductant and can facilitate single-electron-transfer (SET) with aryl halides to produce aryl radical intermediates. A two-step one-pot method was developed for site selective aromatic C-H bond borylation. The protocol's good functional group tolerance enables the functionalization of a variety of biologically relevant compounds, representing a new application of aryl radicals merged with photochemistry.

SUBMITTER: Li M 

PROVIDER: S-EPMC9067585 | biostudies-literature | 2022 May

REPOSITORIES: biostudies-literature

altmetric image

Publications

Photoinduced metal-free borylation of aryl halides catalysed by an <i>in situ</i> formed donor-acceptor complex.

Li Manhong M   Liu Siqi S   Bao Haoshi H   Li Qini Q   Deng Yi-Hui YH   Sun Tian-Yu TY   Wang Leifeng L  

Chemical science 20220404 17


Organoboron compounds are very important building blocks which can be applied in medicinal, biological and industrial fields. However, direct borylation in a metal free manner has been very rarely reported. Herein, we described the successful direct borylation of haloarenes under mild, operationally simple, catalyst-free conditions, promoted by irradiation with visible light. Mechanistic experiments and computational investigations indicate the formation of an excited donor-acceptor complex with  ...[more]

Similar Datasets

| S-EPMC9652786 | biostudies-literature
| S-EPMC6008923 | biostudies-literature
| S-EPMC9344555 | biostudies-literature
| S-EPMC5737794 | biostudies-literature
| S-EPMC9491221 | biostudies-literature
| S-EPMC6768141 | biostudies-literature
| S-EPMC5869604 | biostudies-literature
| S-EPMC6099339 | biostudies-literature
| S-EPMC10498503 | biostudies-literature
| S-EPMC2574621 | biostudies-literature