AVS 50th International Symposium
    Surface Science Tuesday Sessions
       Session SS3-TuA

Paper SS3-TuA2
Surface Chemistry of Conjugated Heteroatomic Compounds on Diamond and Silicon (100)

Tuesday, November 4, 2003, 2:20 pm, Room 328

Session: Organic Functionalization of Semiconductor Surfaces
Presenter: J.N. Russell, Naval Research Laboratory
Authors: J.N. Russell, Naval Research Laboratory
M.P. Schwartz, University of Wisconsin
D.E. Barlow, Naval Research Laboratory
J.E. Butler, Naval Research Laboratory
M.P. @ag D@Evelyn, GE Global Systems
R.J. Hamers, University of Wisconsin
Correspondent: Click to Email
Diamond and silicon (100)-2x1 surfaces are comprised of dimers linked by a @sigma@ bond and a highly-strained @pi@ bond, but there are notable differences in their structure and chemical reactivity. Using multiple internal reflection infrared spectroscopy, the surface chemistry of conjugated heteroatomic compounds was examined on diamond and silicon (100). Acrylonitrile chemisorbed on diamond via a [2+2] cycloaddition reaction, resulting in a product spectrum similar to that of chemisorbed CD@sub 3@CH=CH@sub 2@. In contrast, acrylonitrile reacts through the nitrile group on Si(100). Cyclohexanedione, which easily tautomerizes into a keto-enol in the gas phase, maintains the enol structure when adsorbed on diamond, but chemisorbs on silicon as the diether, i.e. the [4+2] reaction product. We will examine the role of ring strain, electron donating and withdrawing groups, and dimer tilt on the adsorption probability and structure of the chemisorbed species.