Abstract
The synthesis of arylboronates by Sandmeyer-type reactions in the presence of water still remains a significant challenge. Herein, we report the use of water-soluble MPA-capped quantum dot (QD) photocatalysts for the borylation of diazonium salts in the presence of water. A biphasic system under mild acidic conditions remains critical to prevent decomposition and competitive disulphide bond formation. The present protocol offers a broader scope of substrates and borylating agents. Additionally, this catalytic system offers a significantly high turnover number (TON). The present methodology can effectively distinguish subtle reactivity differences between boronic acids and boronates. Mechanistic investigation suggests an excited-state electron transfer pathway.
| Original language | English |
|---|---|
| Pages (from-to) | 6201-6204 |
| Number of pages | 4 |
| Journal | Chemical Communications |
| Volume | 55 |
| Issue number | 44 |
| DOIs | |
| State | Published - 2019 |
Bibliographical note
Publisher Copyright:© 2019 The Royal Society of Chemistry.
Funding
This activity is supported by SERB (CRG/2018/003951) for D. M. and SERB (EMR/2016/001703) for S. B. Fellowship support for C. H. B, S. B. & G. H. (UGC) A. M. (CSIR), are humbly acknowledged. D. M. acknowledges Prof. Anindya Datta for femtosecond pump-probe spectroscopy setup.
| Funders | Funder number |
|---|---|
| Council of Scientific and Industrial Research, India | |
| Research Grants Council, University Grants Committee | |
| Science and Engineering Research Board | EMR/2016/001703, CRG/2018/003951 |
ASJC Scopus subject areas
- Catalysis
- Electronic, Optical and Magnetic Materials
- Ceramics and Composites
- General Chemistry
- Surfaces, Coatings and Films
- Metals and Alloys
- Materials Chemistry
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