Visible-Light Photocatalytic Aerobic C═C Bond Cleavage of Alkenes to Carbonyls by CsPbBr 3 Nanocrystals.
Qiangwen FanHonglei ZhangDawei LiuChunpei YanHaibo ZhuZongbo XieZhanggao LePublished in: The Journal of organic chemistry (2023)
Herein, we reported a facile and readily accessible visible-light-driven photocatalytic protocol to induce oxidative cleavage of C═C bonds to corresponding carbonyls using CsPbBr 3 nanocrystals as photocatalysts. This catalytic system was applicable to a wide range of terminal and internal alkenes. Detailed mechanism studies indicated that a single-electron transfer (SET) process was involved in this transformation, wherein the superoxide radical (O 2 •- ) and photogenerated holes played crucial roles. Additionally, DFT calculations revealed that the reaction was initiated by the addition of O 2 •- to the terminal carbon atom of the C═C bond and completed by releasing one molecular formaldehyde by the formed [2 + 2] intermediate; the latter conversion was a rate-determining process.
Keyphrases
- visible light
- electron transfer
- room temperature
- density functional theory
- dna binding
- energy transfer
- molecular dynamics
- randomized controlled trial
- molecular dynamics simulations
- crystal structure
- molecular docking
- single cell
- ionic liquid
- single molecule
- transcription factor
- nitric oxide
- case control
- transition metal
- gold nanoparticles