A Rationally Designed Fluorescence Turn-On Probe for the Gold(III) Ion

被引:144
作者
Do, Jung Ho [2 ]
Kim, Ha Na [1 ]
Yoon, Juyoung [1 ]
Kim, Jong Seung [3 ]
Kim, Hae-Jo [2 ]
机构
[1] Ewha Womans Univ, Dept Chem, Dept Chem & Nano Sci, Seoul 120750, South Korea
[2] Kyonggi Univ, Dept Chem, Suwon 443760, South Korea
[3] Korea Univ, Dept Chem, Seoul 136701, South Korea
基金
新加坡国家研究基金会;
关键词
FRIEDEL-CRAFTS ALKENYLATION; LATENT FLUOROPHORE; GOLD CATALYSIS; ALKYNES; HYDROARYLATION; COMPLEXES; EFFICIENT; LIQUID; ARENES; TOXINS;
D O I
10.1021/ol902860f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A latent fluorophore (1) was rationally designed to give rise to strong fluorescence through a selective gold ion-mediated hydroarylation reaction by a catalytic amount of the gold(III) ion. It is a highly selective and sensitive fluorescence turn-on probe for gold(III) ions and is operative even in protic solvents.
引用
收藏
页码:932 / 934
页数:3
相关论文
共 27 条
[1]  
Anslyn E. V., 2006, MODERN PHYS ORGANIC
[2]   Alternative synthetic methods through new developments in catalysis by gold [J].
Arcadi, Antonio .
CHEMICAL REVIEWS, 2008, 108 (08) :3266-3325
[3]   Gold-Catalyzed Electrophilic Addition to Arylalkynes. A Facile Method for the Regioselective Synthesis of Substituted Naphthalenes [J].
Balamurugan, Rengarajan ;
Gudla, Vanajakshi .
ORGANIC LETTERS, 2009, 11 (14) :3116-3119
[4]  
BLOCK WD, 1945, J PHARMACOL EXP THER, V83, P275
[5]   Latent fluorophore based on the trimethyl lock [J].
Chandran, SS ;
Dickson, KA ;
Raines, RT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (06) :1652-1653
[6]   A selective, cell-permeable optical probe for hydrogen peroxide in living cells [J].
Chang, MCY ;
Pralle, A ;
Isacoff, EY ;
Chang, CJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (47) :15392-15393
[7]   Gold nanoparticles are taken up by human cells but do not cause acute cytotoxicity [J].
Connor, EE ;
Mwamuka, J ;
Gole, A ;
Murphy, CJ ;
Wyatt, MD .
SMALL, 2005, 1 (03) :325-327
[8]   Reaction-Based Fluorescent Sensing of Au(I)/Au(III) Species: Mechanistic Implications on Vinylgold Intermediates [J].
Egorova, Olga A. ;
Seo, Hyewon ;
Chatterjee, Amrita ;
Ahn, Kyo Han .
ORGANIC LETTERS, 2010, 12 (03) :401-403
[9]   Ligand effects in homogeneous Au catalysis [J].
Gorin, David J. ;
Sherry, Benjamin D. ;
Toste, F. Dean .
CHEMICAL REVIEWS, 2008, 108 (08) :3351-3378
[10]   Relativistic effects in homogeneous gold catalysis [J].
Gorin, David J. ;
Toste, F. Dean .
NATURE, 2007, 446 (7134) :395-403