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Direct, Site‐Selective and Redox‐Neutral α‐C−H Bond Functionalization of Tetrahydrofurans via Quantum Dots Photocatalysis.
- Source :
- Angewandte Chemie International Edition; 12/20/2021, Vol. 60 Issue 52, p27201-27205, 5p
- Publication Year :
- 2021
-
Abstract
- As one of the most ubiquitous bulk reagents available, the intrinsic chemical inertness of tetrahydrofuran (THF) makes direct and site‐selective C(sp3)−H bond activation difficult, especially under redox neutral condition. Here, we demonstrate that semiconductor quantum dots (QDs) can activate α‐C−H bond of THF via forming QDs/THF conjugates. Under visible light irradiation, the resultant alkoxyalkyl radical directly engages in radical cross‐coupling with α‐amino radical from amino C−H bonds or radical addition with alkene or phenylacetylene, respectively. In contrast to stoichiometric oxidant or hydrogen atom transfer reagents required in previous studies, the scalable benchtop approach can execute α‐C−H bond activation of THF only by a QD photocatalyst under redox‐neutral condition, thus providing a broad of value added chemicals starting from bulk THFs reagent. [ABSTRACT FROM AUTHOR]
- Subjects :
- PHOTOCATALYSIS
ABSTRACTION reactions
VISIBLE spectra
Subjects
Details
- Language :
- English
- ISSN :
- 14337851
- Volume :
- 60
- Issue :
- 52
- Database :
- Complementary Index
- Journal :
- Angewandte Chemie International Edition
- Publication Type :
- Academic Journal
- Accession number :
- 154103185
- Full Text :
- https://doi.org/10.1002/anie.202109849