Gateway Reactions to Diverse, Polyfunctional Monolayer-Protected Gold Clusters

Abstract

Amide and ester coupling reactions of ω-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 ω-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.

Electrochemical Quantized Capacitance Charging of Surface Ensembles of Gold Nanoparticles

“…There is also basic significance in the possibility of study of interfacial electron transfer kinetics, 21,22 of novel molecular junctions, and of the interrelation of charging properties and functional labeling of the MPC surface. 24 …”

Monolayer-Protected Cluster Molecules

“…Toward this end, we have investigated ligand place-exchanges (to form poly-homo-and -hetero-functionalized MPCs), 22 nucleophilic substitutions, 21 and ester and amide couplings (Scheme 2). 23 The resulting MPCs are large molecules with multiple functionalities, spherically organized around a central, metal core, a spatial arrangement suggesting analogy to dendrimers. 9 However, whereas dendrimers are typically more dense at their perimeter than core, MPCs are "soft objects with hard cores".…”

Trichloroacetic acid assisted synthesis of gold nanoparticles and its application in detection and estimation of pesticide

“…In recent years, mercaptopropionic acid (Huang & Chang 2007), mercaptoundecanoic acid (Templeton et al 1998), glutathione (Chai et al 2010), etc. were used for this purpose.…”