title: Cycloaddition chemistry of organic molecules with semiconductor surfaces.
abstract: Recent investigations have shown that cycloaddition reactions, widely used in organic chemistry to form ring compounds, can also be applied to link organic molecules to the (001) surfaces of crystalline silicon, germanium, and diamond. While these surfaces are comprised of Si=Si, Ge=Ge, and C=C structural units that resemble the C=C bonds of organic alkenes, the rates and mechanisms of the surface reactions show some distinct differences from those of their organic counterparts This article reviews recent studies of [2 + 2], [4 + 2] Diels-Alder, and other cycloaddition reactions of organic molecules with semiconductor surfaces and summarizes the current understanding of the reaction pathways.
authors.affiliation: U.S. Naval Research Laboratory, Chemistry Division, Code 6125, Washington, D.C. 20375, USA.
authors.forename: R J
authors.initials: RJ
authors.lastname: Hamers
authors.forename: S K
authors.initials: SK
authors.lastname: Coulter
authors.forename: M D
authors.initials: MD
authors.lastname: Ellison
authors.forename: J S
authors.initials: JS
authors.lastname: Hovis
authors.forename: D F
authors.initials: DF
authors.lastname: Padowitz
authors.forename: M P
authors.initials: MP
authors.lastname: Schwartz
authors.forename: C M
authors.initials: CM
authors.lastname: Greenlief
authors.forename: J N
authors.initials: JN
authors.lastname: Russell
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry; D002625:Chemistry, Organic / Q000379:methods*; D008958:Models, Molecular; D008968:Molecular Conformation; D012666:Semiconductors; D013499:Surface Properties
chemical_list: D000475:Alkenes