双官能团环辛炔在Si（001）上的化学选择性反应
Chemoselective Reactivity of Bifunctional Cyclooctynes on Si(001)
摘要：
硅表面的可控有机功能化作为半导体技术的组成部分为广泛的应用提供了新的前景。然而，硅悬挂键的高反应性对这种官能化的第一基本反应步骤，即，双功能有机分子在原始硅表面上的化学选择性附着。我们克服了这个问题，采用环辛炔作为我们的战略的主要组成部分。示出官能化的环辛炔经由应变的环辛炔三键选择性地在Si（001）上反应，同时保持侧基完整。所实现的选择性源于不同官能团的明显不同的吸附动力学：与绝大多数其他有机官能团相反，环辛炔表现出直接吸附途径。后者通过亚稳中间体在Si（001）上反应，这使得它们在与环辛炔的应变三键的直接途径的竞争中有效地不反应。
英文摘要：
Controlled organic functionalization of silicon surfaces as integral part of semiconductor technology offers new perspectives for a wide range of applications. The high reactivity of the silicon dangling bonds, however, presents a major hindrance for the first basic reaction step of such a functionalization, i.e., the chemoselective attachment of bifunctional organic molecules on the pristine silicon surface. We overcome this problem by employing cyclooctyne as the major building block of our strategy. Functionalized cyclooctynes are shown to react on Si(001) selectively via the strained cyclooctyne triple bond while leaving the side groups intact. The achieved selectivity originates from the distinctly different adsorption dynamics of the separate functionalities: A direct adsorption pathway is demonstrated for cyclooctyne as opposed to the vast majority of other organic functional groups. The latter ones react on Si(001) via a metastable intermediate which makes them effectively unreactive in competition with the direct pathway of cyclooctyne's strained triple bond.
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