Related Experiment Video
Updated: Nov 25, 2025

A Simple Method for the Size Controlled Synthesis of Stable Oligomeric Clusters of Gold Nanoparticles under Ambient Conditions
Published on: February 5, 2016
Enriching Structural Diversity of Alkynyl-Protected Gold Nanoclusters with Chlorides
Jiao-Jiao Li1, Zong-Jie Guan1, Shang-Fu Yuan1
1Department of Chemistry, Key Laboratory of Organic Optoelectronics and Molecular Engineering of the Ministry of Education, Tsinghua University, Beijing, 100084, P. R. China.
Abstract:
The synthesis and isolation of alkynyl/chloride-protected gold nanoclusters is described. Silica gel column chromatography is effective in isolating gold nanoclusters from the as-synthesized cluster mixture to give the clusters Na[Au25 L18 ] (Au25 ), [HNEt3 ]3 [Au67 L32 Cl4 ] (Au67 ), [HNEt3 ]4 [Au106 L40 Cl12 ] (Au106 ), L=3,5-bis(trifluoromethyl)-phenylacetylide. Au67 and Au106 are new clusters; the structures were determined by X-ray single-crystal diffraction. Au67 contains a distorted Au18 Marks decahedron shelled by an irregular Au32 and further protected with two V-shaped Au2 L3 , 13 linear AuL2 staples and 4 chlorides. Au67 is the first structurally determined 34e superatomic gold nanocluster. Au106 is composed of 106 Au atoms co-protected by alkynyls and chlorides. It has a Au79 kernel, like in Au102 (p-MBA)44 . The surface structure of Au106 includes 20 linear Au-alkynyl staples, 5 Cl-Au-Cl and 2 Cl-Au motifs. These three gold nanoclusters show size-dependent electrochemical properties.
More Related Videos
Related Concept Videos
Electrophilic Addition to Alkynes: Hydrohalogenation
Electrophilic Addition to Alkynes: Halogenation
Halogenation is another class of electrophilic addition reactions where a halogen molecule gets added across a π bond. In alkynes, the presence of two π bonds allows for the addition of two equivalents of halogens (bromine or chlorine). The addition of the first halogen molecule forms a trans-dihaloalkene as the major product and the cis isomer as the minor product. Subsequent addition of the second equivalent yields the tetrahalide.
Radical Substitution: Allylic Chlorination
Alkyl Halides
Alkyl halides are halogen-substituted alkanes wherein one or more hydrogen atoms of an alkane is replaced by a halogen atom such as fluorine, chlorine, bromine, or iodine. The carbon atom in an alkyl halide is bonded to the halogen atom, which is sp3-hybridized and exhibits a tetrahedral shape.
Unlike alkyl halides, compounds in which a halogen atom is bonded to an sp2 -hybridized carbon atom of a carbon-carbon double bond (C=C) are called vinyl halides. Whereas aryl...
Preparation of Alkynes: Alkylation Reaction
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.

