Tertiary amine mediated aerobic oxidation of sulfides into sulfoxides by visible-light photoredox catalysis on TiO2

被引:95
|
作者
Lang, Xianjun [1 ]
Hao, Wei [1 ]
Leow, Wan Ru [1 ]
Li, Shuzhou [1 ]
Zhao, Jincai [2 ]
Chen, Xiaodong [1 ]
机构
[1] Nanyang Technol Univ, Sch Mat Sci & Engn, Singapore 639798, Singapore
[2] Chinese Acad Sci, Key Lab Photochem, Beijing Natl Lab Mol Sci, Inst Chem, Beijing 100190, Peoples R China
基金
新加坡国家研究基金会;
关键词
LIQUID-PHASE OXIDATION; SELECTIVE OXIDATION; TITANIUM-DIOXIDE; PHOTOCATALYTIC OXIDATION; AROMATIC ALCOHOLS; SURFACE-REACTIONS; ELECTRON-TRANSFER; EFFICIENT; REDUCTION; IMINES;
D O I
10.1039/c5sc01813g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The selective oxidation of sulfides into sulfoxides receives much attention due to industrial and biological applications. However, the realization of this reaction with molecular oxygen at room temperature, which is of importance towards green and sustainable chemistry, remains challenging. Herein, we develop a strategy to achieve the aerobic oxidation of sulfides into sulfoxides by exploring the synergy between a tertiary amine and titanium dioxide via visible-light photoredox catalysis. Specifically, titanium dioxide can interact with triethylamine (TEA) to form a visible-light harvesting surface complex, preluding the ensuing selective redox reaction. Moreover, TEA, whose stability was demonstrated by a turnover number of 32, plays a critical role as a redox mediator by shuttling electrons during the oxidation of sulfide. This work suggests that the addition of a redox mediator is highly functional in establishing visible-light-induced reactions via heterogeneous photoredox catalysis.
引用
收藏
页码:5000 / 5005
页数:6
相关论文
共 50 条
  • [41] Visible-Light Photocatalyst of Tetramethoxyphenylporphyrin Sensitized TiO2 Nanotube
    Hu, Xiao-Jun
    Jiang, Qi-Zhong
    Liao, Xiao-Zhen
    Shangguan, Wen-Feng
    Ma, Zi-Feng
    JOURNAL OF NEW MATERIALS FOR ELECTROCHEMICAL SYSTEMS, 2011, 14 (04) : 247 - 250
  • [42] Modification to Promote Visible-Light Catalytic Activity of TiO2
    Sheng Guodong
    Li Jiaxing
    Wang Suowei
    Wang Xiangke
    PROGRESS IN CHEMISTRY, 2009, 21 (12) : 2492 - 2504
  • [43] Nitrogen doped TiO2 photocatalysts with visible-light activity
    Fang Xiaoming
    Zhang Zhengguo
    Chen Qinglin
    PROGRESS IN CHEMISTRY, 2007, 19 (09) : 1282 - 1290
  • [44] A simple approach for preparing a visible-light TiO2 photocatalyst
    Zou, Weiwei
    Zhang, Jin-Long
    Chen, Feng
    Anpo, Masakazu
    He, Dan-Nong
    RESEARCH ON CHEMICAL INTERMEDIATES, 2009, 35 (6-7) : 717 - 726
  • [45] A simple approach for preparing a visible-light TiO2 photocatalyst
    Weiwei Zou
    Jin-Long Zhang
    Feng Chen
    Masakazu Anpo
    Dan-Nong He
    Research on Chemical Intermediates, 2009, 35 : 717 - 726
  • [46] Assembling polydopamine on TiO2 for visible light photocatalytic selective oxidation of sulfides with aerial O2
    Shi, Ji-Long
    Lang, Xianjun
    CHEMICAL ENGINEERING JOURNAL, 2020, 392
  • [47] Aerobic C-C Bond Cleavage of Indoles by Visible-Light Photoredox Catalysis with Ru(bpy)32+
    Ji, Xiaochen
    Li, Dongdong
    Wang, Zhongzhen
    Tan, Muyun
    Huang, Huawen
    Deng, Guo-Jun
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 2017 (45) : 6652 - 6659
  • [48] Oxy-Difluoroalkylation of Allylamines with CO2 via Visible-Light Photoredox Catalysis
    Yin, Zhu-Bao
    Ye, Jian-Heng
    Zhou, Wen-Jun
    Zhang, Yi-Han
    Ding, Li
    Gui, Yong-Yuan
    Yan, Si-Shun
    Li, Jing
    Yu, Da-Gang
    ORGANIC LETTERS, 2018, 20 (01) : 190 - 193
  • [49] Reductive Dearomative Arylcarboxylation of Indoles with CO2 via Visible-Light Photoredox Catalysis
    Zhou, Wen-Jun
    Wang, Zhe-Hao
    Liao, Li-Li
    Jiang, Yuan-Xu
    Cao, Ke-Gong
    Ju, Tao
    Li, Yiwen
    Cao, Guang-Mei
    Yu, Da-Gang
    SYNLETT, 2020, 31 (18) : A155 - A159
  • [50] Reductive dearomative arylcarboxylation of indoles with CO2 via visible-light photoredox catalysis
    Wen-Jun Zhou
    Zhe-Hao Wang
    Li-Li Liao
    Yuan-Xu Jiang
    Ke-Gong Cao
    Tao Ju
    Yiwen Li
    Guang-Mei Cao
    Da-Gang Yu
    Nature Communications, 11