"Spectroscopic Identification of the Au-C Bond Formation upon Electrore" by Limin Guo, Lipo Ma et al.

Faculty Publications

Title

Spectroscopic Identification of the Au-C Bond Formation upon Electroreduction of an Aryl Diazonium Salt on Gold

Authors

Limin Guo, State Key Laboratory of Electroanalytical Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences , Changchun, Jilin 130022, China.
Lipo Ma, State Key Laboratory of Electroanalytical Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences , Changchun, Jilin 130022, China.
Yelong Zhang, State Key Laboratory of Electroanalytical Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences , Changchun, Jilin 130022, China.
Xun Cheng, Department of Chemical Engineering, Louisiana State University , Baton Rouge, Louisiana 70803, United States.
Ye Xu, Department of Chemical Engineering, Louisiana State University , Baton Rouge, Louisiana 70803, United States.
Jin Wang, State Key Laboratory of Electroanalytical Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences , Changchun, Jilin 130022, China.
Erkang Wang, State Key Laboratory of Electroanalytical Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences , Changchun, Jilin 130022, China.
Zhangquan Peng, State Key Laboratory of Electroanalytical Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences , Changchun, Jilin 130022, China.

Document Type

Article

Publication Date

11-8-2016

Abstract

Electroreduction of aryl diazonium salts on gold can produce organic films that are more robust than their analogous self-assembled monolayers formed from chemical adsorption of organic thiols on gold. However, whether the enhanced stability is due to the Au-C bond formation remains debated. In this work, we report the electroreduction of an aryl diazonium salt of 4,4'-disulfanediyldibenzenediazonium on gold forming a multilayer of Au-(Ar-S-S-Ar), which can be further degraded to a monolayer of Au-Ar-S by electrochemical cleavage of the S-S moieties within the multilayer. By conducting an in situ surface-enhanced Raman spectroscopic study of both the multilayer formation/degradation and the monolayer reduction/oxidation processes, coupled to density functional theory calculations, we provide compelling evidence that an Au-C bond does form upon electroreduction of aryl diazonium salts on gold and that the enhanced stability of the electrografted organic films is due to the Au-C bond being intrinsically stronger than the Au-S bond for a given phenylthiolate compound by ca. 0.4 eV.

Publication Source (Journal or Book title)

Langmuir : the ACS journal of surfaces and colloids

First Page

11514

Last Page

11519

Recommended Citation

Guo, L., Ma, L., Zhang, Y., Cheng, X., Xu, Y., Wang, J., Wang, E., & Peng, Z. (2016). Spectroscopic Identification of the Au-C Bond Formation upon Electroreduction of an Aryl Diazonium Salt on Gold. Langmuir : the ACS journal of surfaces and colloids, 32 (44), 11514-11519. https://doi.org/10.1021/acs.langmuir.6b03206

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