Cycloaddition chemistry and formation of ordered organic monolayers on silicon (001) surfaces

被引:87
作者
Hovis, JS [1 ]
Liu, H [1 ]
Hamers, RJ [1 ]
机构
[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
基金
美国国家科学基金会;
关键词
cycloaddition chemistry; ordered organic monolayers; silicon(001);
D O I
10.1016/S0039-6028(98)00031-4
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
It 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 pi bond of a Si=Si dimer and the pi 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 degrees 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. (C) 1998 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:1 / 7
页数:7
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