Please use this identifier to cite or link to this item: https://doi.org/10.1021/cr8003532
Title: Electronic and structural factors in modification and functionalization of clean and passivated semiconductor surfaces with aromatic systems
Authors: Tao, F.
Bernasek, S.L.
Xu, G.-Q. 
Issue Date: 9-Sep-2009
Citation: Tao, F., Bernasek, S.L., Xu, G.-Q. (2009-09-09). Electronic and structural factors in modification and functionalization of clean and passivated semiconductor surfaces with aromatic systems. Chemical Reviews 109 (9) : 3991-4024. ScholarBank@NUS Repository. https://doi.org/10.1021/cr8003532
Abstract: Molecular chemical binding on reactive sites of semiconductor surfaces is an important approach to shaping chemical, physical, and mechanical properties of semiconductor surfaces, and integrating functions of organic materials into inorganic semiconductor-based devices for a wide spectrum of technological needs. The aromatic system is one of the most important building blocks for a great number of organic materials. The chemical binding and reaction mechanisms of various aromatic molecules from the simplest benzene to the extra large buckyballs and carbon nanotubes on different semiconductor surfaces were reviewed on the basis of recent extensive experimental and theoretical studies. In general, aromatic molecules could be chemically bound to semiconductor surfaces through one or more of several possible reaction pathways, including [4 + 2]-like and [2 + 2]-like additions, dative bonding, and dissociative reaction. Systematic studies from simplest benzene to extra large carbon buckyballs and nanotubes show that the selection of the reaction channel for aromatic systems is determined by the interplay of structural and electronic factors of the aromatic molecules and geometric and electronic factors of the surface reactive sites. The electronic and structural factors of aromatic molecules include the distribution of electron density on the molecule determined by the geometric arrangement of the carbon atoms and particularly the heteroatoms on the ring, the electronegativity of the heteroatoms, and the electronic contribution of the heteroatoms to the formation of aromatic n conjugation, as well as the overall molecular polarity. The intrinsic connection between electronic and structural factors and molecular reaction mechanisms in the modification and functionalization of various semiconductor surfaces with aromatic systems was established in this review.© 2009 American Chemical Society.
Source Title: Chemical Reviews
URI: http://scholarbank.nus.edu.sg/handle/10635/76060
ISSN: 00092665
DOI: 10.1021/cr8003532
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