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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

Selective binding of the cyano group in acrylonitrile adsorption on Si(100)-2 x 1.

The covalent binding of acrylonitrile (CH(2)=CH-C triple bond 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 nu(C triple bond N) at 2245 cm(-1) and the appearance of nu(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 triple bond 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.[1]


  1. Selective binding of the cyano group in acrylonitrile adsorption on Si(100)-2 x 1. Tao, F., Sim, W.S., Xu, G.Q., Qiao, M.H. J. Am. Chem. Soc. (2001) [Pubmed]
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