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

被引:10
作者
Li, Jianing [1 ]
Zhao, Jingnan [1 ]
Ma, Cunfei [1 ]
Yu, Zongyi [1 ]
Zhu, Hongfei [1 ]
Yun, Lei [1 ]
Meng, Qingwei [1 ,2 ]
机构
[1] Dalian Univ Technol, Sch Chem Engn, Dept Pharmaceut Sci, State Key Lab Fine Chem, Dalian 116024, Liaoning, Peoples R China
[2] Dalian Univ Technol, Ningbo Inst, Ningbo 315016, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
alkene oxidation; CdSe; photocatalysis; quantum dots; sulfide oxidation; C DOUBLE-BOND; SELECTIVE AEROBIC OXIDATION; MOLECULAR-OXYGEN; METAL-FREE; C=C BONDS; PHOTOOXIDATIVE CLEAVAGE; PHOTOREDOX CATALYSIS; CIS-DIHYDROXYLATION; ELECTRON-TRANSFER; OLEFINS;
D O I
10.1002/cssc.202101504
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:4985 / 4992
页数:8
相关论文
共 96 条
  • [91] Emodinas a novel organic photocatalyst for selective oxidation of sulfides under mild conditions
    Zhang, Yan
    Lou, Jiangli
    Li, Min
    Yuan, Zhenbo
    Rao, Yijian
    [J]. RSC ADVANCES, 2020, 10 (34) : 19747 - 19750
  • [92] A metal-free heterogeneous photocatalyst for the selective oxidative cleavage of C=C bonds in aryl olefins via harvesting direct solar energy
    Zhang, Yu
    Hatami, Nareh
    Lange, Niklas Simon
    Ronge, Emanuel
    Schilling, Waldemar
    Jooss, Christian
    Das, Shoubhik
    [J]. GREEN CHEMISTRY, 2020, 22 (14) : 4516 - 4522
  • [93] Visible light-mediated selective α-functionalization of 1,3-dicarbonyl compounds via disulfide induced aerobic oxidation
    Zhao, Jingnan
    Yang, Fan
    Yu, Zongyi
    Tang, Xiaofei
    Wu, Yufeng
    Ma, Cunfei
    Meng, Qingwei
    [J]. CHEMICAL COMMUNICATIONS, 2019, 55 (86) : 13008 - 13011
  • [94] Photocatalysis with Quantum Dots and Visible Light: Selective and Efficient Oxidation of Alcohols to Carbonyl Compounds through a Radical Relay Process in Water
    Zhao, Lei-Min
    Meng, Qing-Yuan
    Fan, Xiang-Bing
    Ye, Chen
    Li, Xu-Bing
    Chen, Bin
    Ramamurthy, Vaidhyanathan
    Tung, Chen-Ho
    Wu, Li-Zhu
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (11) : 3020 - 3024
  • [95] Green synthesis of PbCrO4 nanostructures using gum of ferula assa-foetida for enhancement of visible-light photocatalytic activity
    Zhiani, Rahele
    Es-haghi, Ali
    Sadeghzadeh, Seyed Mohsen
    Shamsa, Farzaneh
    [J]. RSC ADVANCES, 2018, 8 (71): : 40934 - 40940
  • [96] Designing multifunctional quantum dots for bioimaging, detection, and drug delivery
    Zrazhevskiy, Pavel
    Sena, Mark
    Gao, Xiaohu
    [J]. CHEMICAL SOCIETY REVIEWS, 2010, 39 (11) : 4326 - 4354