Theoretical Study of Ethynylbenzene Adsorption on Au(111) and Implications for a New Class of Self-Assembled Monolayer

Density functional calculations of the adsorption of ethynylbenzene on the Au(111) surface show that, after cleavage of the C−H bond, the terminal carbon makes a strong covalent bond to the surface. The bond energy is shown to be about 70 kcal·mol-1 with the fcc hollow site being most stable and the...

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Bibliographic Details
Published in:The journal of physical chemistry. B 2005-11, Vol.109 (43), p.20387-20392
Main Authors: Ford, M. J, Hoft, R. C, McDonagh, A
Format: Article
Language:English
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Summary:Density functional calculations of the adsorption of ethynylbenzene on the Au(111) surface show that, after cleavage of the C−H bond, the terminal carbon makes a strong covalent bond to the surface. The bond energy is shown to be about 70 kcal·mol-1 with the fcc hollow site being most stable and the molecule oriented perpendicular to the surface. Adsorption without elimination of hydrogen is also possible via a hydrogen 1,2 shift to form a vinylidene surface-bound species, or opening of the C−C triple bond and adsorption through the two carbon atoms in a flat conformation. The reaction energy for formation of the surface-bound vinylidene is estimated to be 5 kcal·mol-1 exothermic relative to the isolated ethynylbenzene and gold substrate.
ISSN:1520-6106
1520-5207
DOI:10.1021/jp053238o