Reaction-Based Fluorescent Sensing of Au(I)/Au(III) Species: Mechanistic Implications on Vinylgold Intermediates

被引：124

作者：

Egorova, Olga A.

Seo, Hyewon

Chatterjee, Amrita

Ahn, Kyo Han ^{[1
]}

机构：

[1] POSTECH, Dept Chem, Pohang 790784, South Korea

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 03期

关键词：

GOLD; CATALYSIS; PALLADIUM;

D O I：

10.1021/ol902395x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A rhodamine-derived alkyne shows turn-on fluorescence change only toward Au(I)/Au(III) species among various other metal species examined. A formyloxazole compound is formed as the major product in aqueous media, presumably via a vinylgold intermediate, which casts new mechanistlc implications on vinylgold intermediates.

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收藏

页码：401 / 403

页数：3

相关论文

共 19 条

[1]

AREADI A, 2008, CHEM REV, V108, P3266

[2] DETERMINATION OF GOLD IN WATERS IN NANOGRAM RANGE BY ANION EXCHANGE AND ATOMIC ABSORPTION SPECTROPHOTOMETRY [J].

CHAO, TT .

ECONOMIC GEOLOGY, 1969, 64 (03) :287-&

[3] Selective Fluorogenic and Chromogenic Probe for Detection of Silver Ions and Silver Nanoparticles in Aqueous Media [J].

Chatterjee, Amrita ;

Santra, Mithun ;

Won, Nayoun ;

Kim, Sungjee ;

Kim, Jae Kyung ;

Kim, Seung Bin ;

Ahn, Kyo Han .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (06) :2040-+

[4] Enhancement of a Catalysis-Based Fluorometric Detection Method for Palladium through Rational Fine-Tuning of the Palladium Species [J].

Garner, Amanda L. ;

Song, Fengling ;

Koide, Kazunori .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (14) :5163-5171

[5] Relativistic effects in homogeneous gold catalysis [J].

Gorin, David J. ;

Toste, F. Dean .

NATURE, 2007, 446 (7134) :395-403

[6] Gold catalysis:: Mild conditions for the synthesis of oxazoles from N-propargylcarboxamides and mechanistic aspects [J].

Hashmi, ASK ;

Weyrauch, JP ;

Frey, W ;

Bats, JW .

ORGANIC LETTERS, 2004, 6 (23) :4391-4394

[7] Mitochondria-targeted chemotherapeutics:: The rational design of gold(I) N-heterocyclic carbene complexes that are selectively toxic to cancer cells and target protein selenols in preference to thiols [J].

Hickey, James L. ;

Ruhayel, Rasha A. ;

Barnard, Peter J. ;

Baker, Murray V. ;

Berners-Price, Susan J. ;

Filipovska, Aleksandra .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (38) :12570-+

[8] Gold(I)-catalyzed conia-ene reaction of β-ketoesters with alkynes [J].

Kennedy-Smith, JJ ;

Staben, ST ;

Toste, FD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (14) :4526-4527

[9] Gold-catalyzed organic transformations [J].

Li, Zigang ;

Brouwer, Chad ;

He, Chuan .

CHEMICAL REVIEWS, 2008, 108 (08) :3239-3265

[10] Synthesis and Structural Characterization of Stable Organogold(I) Compounds. Evidence for the Mechanism of Gold-Catalyzed Cyclizations [J].

Liu, Le-Ping ;

Xu, Bo ;

Mashuta, Mark S. ;

Hammond, Gerald B. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (52) :17642-+