Cycloaddition chemistry and formation of ordered organic monolayers on silicon (001) surfaces
1998; Elsevier BV; Volume: 402-404; Linguagem: Inglês
10.1016/s0039-6028(98)00031-4
ISSN1879-2758
AutoresJennifer S. Hovis, H Liu, Robert J. Hamers,
Tópico(s)Surface and Thin Film Phenomena
ResumoIt is shown that adsorption of unsaturated organic molecules on the Si(001) surface provides a means for fabricating well-ordered monolayer films at ambient temperatures (approximately 300 K). Two classes of reactions, known as [2+2] and [4+2] cycloaddition reactions, permit coupling of organic molecules with the Si(001) surface by breaking the weak π bond of a SiSi dimer and the π bond of an organic alkene to produce two Si–C bonds. Experimental results are shown using scanning tunneling microscopy (STM) and Fourier-transform infra-red spectroscopy to investigate the adsorption of cyclopentene, 1,5-cyclooctadiene, and 1,3-cyclohexadiene on Si(001). It is shown that cyclopentene and 1,5-cyclooctadiene bond to the surface via [2+2] cycloaddition to produce ordered films. The use of 4° miscut wafers permits the formation of monolayer films exhibiting in-plane anisotropy in optical properties. 1,3-cyclohexadiene bonds via both [2+2] and a [4+2] Diels–Alder cycloaddition to produce several distinct fragments.
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