Please use this identifier to cite or link to this item: https://doi.org/10.1021/ja010574j
Title: Selective binding of the cyano group in acrylonitrile adsorption on Si(100)-2 × 1
Authors: Tao, F.
Sim, W.S. 
Xu, G.Q. 
Qiao, M.H.
Issue Date: 26-Sep-2001
Source: Tao, F., Sim, W.S., Xu, G.Q., Qiao, M.H. (2001-09-26). Selective binding of the cyano group in acrylonitrile adsorption on Si(100)-2 × 1. Journal of the American Chemical Society 123 (38) : 9397-9403. ScholarBank@NUS Repository. https://doi.org/10.1021/ja010574j
Abstract: The covalent binding of acrylonitrile (CH2=CH-C≡N) and the formation of a C=C-C=N structure on Si(100) have been investigated using high-resolution electron energy loss spectroscopy (HREELS), X-ray photoelectron spectroscopy (XPS), ultraviolet photoelectron spectroscopy (UPS), and density functional theory (DFT) calculations. For chemisorbed acrylonitrile, the absence of ν(C≡N) at 2245 cm-1 and the appearance of ν(C=N) at 1669 cm-1 demonstrate that the cyano group directly participates in the interaction with Si(100), which is further supported by XPS and UPS observations. Our experimental results and DFT calculations unambiguously demonstrate a [2 + 2] cycloaddition mechanism for acrylonitrile chemisorption on Si(100) through the binding of C≡N to Si dimers. The resulting chemisorbed monolayer with a C=C-C=N skeleton can serve as a precursor for further chemical syntheses of multilayer organic thin films in a vacuum and surface functionalization for in situ device fabrication.
Source Title: Journal of the American Chemical Society
URI: http://scholarbank.nus.edu.sg/handle/10635/94764
ISSN: 00027863
DOI: 10.1021/ja010574j
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