Visible light-mediated C-P bond formation reactions

被引:194
作者
Cai, Bao-Gui [1 ]
Xuan, Jun [1 ]
Xiao, Wen-Jing [2 ]
机构
[1] Anhui Univ, Anhui Prov Key Lab Chem Inorgan Organ Hybrid Func, Coll Chem & Chem Engn, Hefei 230601, Anhui, Peoples R China
[2] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China
基金
中国国家自然科学基金;
关键词
C-P bond formation; Organophosphorus compounds; Photoredox catalysis; Visible light; PHOTOREDOX CATALYSIS; UNACTIVATED ALKENES; CASCADE REACTIONS; METAL-FREE; PHOTOCHEMICAL ACTIVITY; FORMING REACTIONS; PHOSPHINE OXIDES; FUNCTIONALIZATION; PHOSPHORYLATION; PHOSPHONYLATION;
D O I
10.1016/j.scib.2019.02.002
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
Organophosphorus compounds have attracted continuous attention in materials science, agrochemical and pharmaceutical fields due to their unique bioactivities. Thus, the development of novel and robust manners for the construction new C-P bond has therefore gained great interests in synthetic organic chemistry. Because of their intrinsic sustainability and green chemistry character, visible light-induced photoredox catalysis has been widely applied in the construction of new chemical bonds, including the formation of C-P bond. In this review, we summarized recent achievements in C-P bond formation reactions initiated by visible light-induced photoredox catalysis, which mainly focusing on the discussion of reaction design and the mechanism. (C) 2019 Science China Press. Published by Elsevier B.V. and Science China Press. All rights reserved.
引用
收藏
页码:337 / 350
页数:14
相关论文
共 83 条
[1]  
Arceo E, 2013, NAT CHEM, V5, P750, DOI [10.1038/NCHEM.1727, 10.1038/nchem.1727]
[2]   Organophosphorus π-conjugated materials [J].
Baumgartner, Thomas ;
Reau, Regis .
CHEMICAL REVIEWS, 2006, 106 (11) :4681-4727
[3]   Bite angle effects of diphosphines in C-C and C-X bond forming cross coupling reactions [J].
Birkholz , Mandy-Nicole ;
Freixa, Zoraida ;
van Leeuwen, Piet W. N. M. .
CHEMICAL SOCIETY REVIEWS, 2009, 38 (04) :1099-1118
[4]   Metal-free oxidative phosphinylation of aryl alkynes to β-ketophosphine oxides via visible-light photoredox catalysis [J].
Bu, Mei-jie ;
Lu, Guo-ping ;
Cai, Chun .
CATALYSIS SCIENCE & TECHNOLOGY, 2016, 6 (02) :413-416
[5]   Visible-light-mediated photocatalysis as a new tool for catalytic asymmetric dearomatization (CADA) reactions [J].
Cheng, Yuan-Zheng ;
Zhang, Xiao ;
You, Shu-Li .
SCIENCE BULLETIN, 2018, 63 (13) :809-811
[6]   OXIDATIVE PHOSPHONYLATION OF AROMATIC-COMPOUNDS [J].
EFFENBERGER, F ;
KOTTMANN, H .
TETRAHEDRON, 1985, 41 (19) :4171-4182
[7]   How Do Phosphinates React with Unactivated Alkenes Under Organic Photocatalyzed Conditions? Substrate Scope and Mechanistic Insights [J].
Fausti, Giovanni ;
Morlet-Savary, Fabrice ;
Lalevee, Jacques ;
Gaumont, Annie-Claude ;
Lakhdar, Sami .
CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (09) :2144-2148
[8]   Pd(II)-Catalyzed Phosphorylation of Aryl C-H Bonds [J].
Feng, Chen-Guo ;
Ye, Mengchun ;
Xiao, Kai-Jiong ;
Li, Suhua ;
Yu, Jin-Quan .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (25) :9322-9325
[9]   Photoredox catalysis under shear using thin film vortex microfluidics [J].
Gandy, Michael N. ;
Raston, Colin L. ;
Stubbs, Keith A. .
CHEMICAL COMMUNICATIONS, 2015, 51 (55) :11041-11044
[10]   Phosphorylated Proteins and Control over Apatite Nucleation, Crystal Growth, and Inhibition [J].
George, Anne ;
Veis, Arthur .
CHEMICAL REVIEWS, 2008, 108 (11) :4670-4693