A Photo Touch on Amines: New Synthetic Adventures of Nitrogen Radical Cations

被引:109
作者
Maity, Soumitra [1 ]
Zheng, Nan [1 ]
机构
[1] Univ Arkansas, Dept Chem & Biochem, Fayetteville, AR 72701 USA
关键词
amines; visible light; nitrogen radical cations; ruthenium; iridium; VISIBLE-LIGHT PHOTOCATALYSIS; C-H ARYLATION; AEROBIC OXIDATION; TERTIARY AMINOCYCLOPROPANES; CATALYSIS; COMPLEXES; CYCLOPROPYLAMINES; PHOTOCHEMISTRY; CYCLOADDITIONS; HETEROARENES;
D O I
10.1055/s-0032-1316592
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Amines have been used as sacrificial electron donors to reduce photoexcited Ru(II) or Ir(III) complexes, during which they are oxidized to nitrogen radical cations. Recently, the synthetic potential of these nitrogen radical cations have caught synthetic organic chemists' attention. They have been exploited in various transformations yielding a number of elegant methods for amine synthesis. This article highlights recent developments on nitrogen radical cation chemistry under visible-light photocatalysis.
引用
收藏
页码:1851 / 1856
页数:6
相关论文
共 68 条
[41]   Visible light photoredox catalysis: applications in organic synthesis [J].
Narayanam, Jagan M. R. ;
Stephenson, Corey R. J. .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (01) :102-113
[42]   Electron-Transfer Photoredox Catalysis: Development of a Tin-Free Reductive Dehalogenatioin Reaction [J].
Narayanam, Jagan M. R. ;
Tucker, Joseph W. ;
Stephenson, Corey R. J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (25) :8756-+
[43]   Metal-Free, Cooperative Asymmetric Organophotoredox Catalysis with Visible Light [J].
Neumann, Matthias ;
Fueldner, Stefan ;
Koenig, Burkhard ;
Zeitler, Kirsten .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (04) :951-954
[44]   Merging photoredox catalysis with organocatalysis: The direct asymmetric alkylation of aldehydes [J].
Nicewicz, David A. ;
MacMillan, David W. C. .
SCIENCE, 2008, 322 (5898) :77-80
[45]   A LOW-COST, HIGH-EFFICIENCY SOLAR-CELL BASED ON DYE-SENSITIZED COLLOIDAL TIO2 FILMS [J].
OREGAN, B ;
GRATZEL, M .
NATURE, 1991, 353 (6346) :737-740
[46]   Graphene oxide and Rose Bengal: oxidative C-H functionalisation of tertiary amines using visible light [J].
Pan, Yuanhang ;
Wang, Shuai ;
Kee, Choon Wee ;
Dubuisson, Emilie ;
Yang, Yuanyong ;
Loh, Kian Ping ;
Tan, Choon-Hong .
GREEN CHEMISTRY, 2011, 13 (12) :3341-3344
[47]   Photoredox Catalysis: A Mild, Operationally Simple Approach to the Synthesis of α-Trifluoromethyl Carbonyl Compounds [J].
Pham, Phong V. ;
Nagib, David A. ;
MacMillan, David W. C. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (27) :6119-6122
[48]   [Cu(dap)2Cl] As an Efficient Visible-Light-Driven Photoredox Catalyst in Carbon-Carbon Bond-Forming Reactions [J].
Pirtsch, Michael ;
Paria, Suva ;
Matsuno, Taisuke ;
Isobe, Hiroyuki ;
Reiser, Oliver .
CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (24) :7336-7340
[49]   Visible-light photoredox catalyzed oxidative Strecker reaction [J].
Rueping, Magnus ;
Zhu, Shaoqun ;
Koenigs, Rene M. .
CHEMICAL COMMUNICATIONS, 2011, 47 (47) :12709-12711
[50]   Visible light mediated azomethine ylide formation-photoredox catalyzed [3+2] cycloadditions [J].
Rueping, Magnus ;
Leonori, Daniele ;
Poisson, Thomas .
CHEMICAL COMMUNICATIONS, 2011, 47 (34) :9615-9617