4.8 Article

Visible-Light-Driven Oxidative Cleavage of Alkenes Using Water-Soluble CdSe Quantum Dots

Journal

CHEMSUSCHEM
Volume 14, Issue 22, Pages 4985-4992

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.202101504

Keywords

alkene oxidation; CdSe; photocatalysis; quantum dots; sulfide oxidation

Funding

  1. National Natural Science Foundation of China [U20A20143, 61633006]
  2. Fond for Innovation in Science and Technology of Dalian [2019J11CY006]
  3. Key Project of Science and Technology of Liaoning [2019020081-JH2/101]
  4. State Key Laboratory of Fine Chemicals

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In this study, direct oxidative cleavage of C=C bonds and oxidation of sulfides to sulfoxides using water-soluble CdSe quantum dots under visible-light irradiation were demonstrated with high turnover numbers and a wide range of substrates.
The oxidative cleavage of C=C bonds is an important chemical reaction, which is a popular reaction in the photocatalytic field. However, high catalyst-loading and low turnover number (TON) are general shortcomings in reported visible-light-driven reactions. Herein, the direct oxidative cleavage of C=C bonds through water-soluble CdSe quantum dots (QDs) is described under visible-light irradiation at room temperature with high TON (up to 3.7x10(4)). Under the same conditions, water-soluble CdSe QDs could also oxidize sulfides to sulfoxides with 51-84 % yields and TONs up to 3.4x10(4). The key features of this photocatalytic protocol include high TONs, wide substrates scope, low catalyst loadings, simple and mild reaction conditions, and molecular O-2 as the oxidant.

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