Gateway reactions to diverse, polyfunctional monolayer-protected gold clusters

被引：284

作者：

Templeton, AC ^{[1
]}

Hostetler, MJ ^{[1
]}

Warmoth, EK ^{[1
]}

Chen, SW ^{[1
]}

Hartshorn, CM ^{[1
]}

Krishnamurthy, VM ^{[1
]}

Forbes, MDE ^{[1
]}

Murray, RW ^{[1
]}

机构：

[1] Univ N Carolina, Kenan & Venable Labs Chem, Chapel Hill, NC 27599 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1998年 / 120卷 / 19期

关键词：

D O I：

10.1021/ja980177h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Amide and ester coupling reactions of omega-functionalized monolayer-protected gold cluster molecules (MPCs) are an exceptionally efficient avenue to a diverse variety of polyfunctionalized MPCs starting from a small subset of omega-functionalized materials. In this paper, coupling reactions have been employed to produce 13 MPCs bearing multiple copies of a diverse variety of structural groups. Detailed features of three of the 13 polyfunctionalized products are highlighted: (a) stepwise coupling and deprotection reactions result in an MPC surrounded by ca. eight pendant tripeptides, (b) a preliminary Steady-State Electron Paramagnetic Resonance (SSEPR) experiment is described for MPCs bearing multiple spin labels (ca. 13/cluster), and (c) a polyelectron electrochemical reaction is described for an MPC bearing multiple (ca. 7/cluster) coupled phenothiazine derivatives. The coupling reactions substantially expand the available diversity of MPCs as polyfunctionalized chemical reagents platformed on a nanometer-sized central core.

引用

页码：4845 / 4849

页数：5

共 26 条

[1] Organization of 'nanocrystal molecules' using DNA [J].

Alivisatos, AP ;

Johnsson, KP ;

Peng, XG ;

Wilson, TE ;

Loweth, CJ ;

Bruchez, MP ;

Schultz, PG .

NATURE, 1996, 382 (6592) :609-611

[2]

[Anonymous], 1985, ADV ORG CHEM

[3] FORMATION OF MONOLAYER FILMS BY THE SPONTANEOUS ASSEMBLY OF ORGANIC THIOLS FROM SOLUTION ONTO GOLD [J].

BAIN, CD ;

TROUGHTON, EB ;

TAO, YT ;

EVALL, J ;

WHITESIDES, GM ;

NUZZO, RG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (01) :321-335

[4] GOLD POWDER AND POTASSIUM TETRABROMOAURATE(III) [J].

BLOCK, BP .

INORGANIC SYNTHESES, 1953, 4 :14-17

[5]

BRAUER G, 1965, HDB PREPARATIVE INOR, P1054

[6] SYNTHESIS OF THIOL-DERIVATIZED GOLD NANOPARTICLES IN A 2-PHASE LIQUID-LIQUID SYSTEM [J].

BRUST, M ;

WALKER, M ;

BETHELL, D ;

SCHIFFRIN, DJ ;

WHYMAN, R .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (07) :801-802

[7] SYNTHESIS AND REACTIONS OF FUNCTIONALIZED GOLD NANOPARTICLES [J].

BRUST, M ;

FINK, J ;

BETHELL, D ;

SCHIFFRIN, DJ ;

KIELY, C .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (16) :1655-1656

[8] Selective colorimetric detection of polynucleotides based on the distance-dependent optical properties of gold nanoparticles [J].

Elghanian, R ;

Storhoff, JJ ;

Mucic, RC ;

Letsinger, RL ;

Mirkin, CA .

SCIENCE, 1997, 277 (5329) :1078-1081

[9] Three-dimensional monolayers: Nanometer-sized electrodes of alkanethiolate-stabilized gold cluster molecules [J].

Green, SJ ;

Stokes, JJ ;

Hostetler, MJ ;

Pietron, J ;

Murray, RW .

JOURNAL OF PHYSICAL CHEMISTRY B, 1997, 101 (14) :2663-2668

[10]

Gutte B., 1995, PEPTIDES SYNTHESIS S

← 1 2 3 →