title: Bis(trifluoromethyl)methylene addition to vinyl-terminated SAMs: a gas-phase C-C bond-forming reaction on a surface.
abstract: Vinyl-terminated self-assembled monolayers (SAMs) on silicon oxide substrates were chemically modified by the addition of a bis(trifluoromethyl)methylene group in a rare gas-phase C-C bond-forming reaction to directly generate films carrying terminal CF3 groups. The vinyl-terminated films were treated with hexafluoroacetone azine (HFAA) for modification. The films were characterized with ellipsometry, contact angle measurements, atomic force microscopy (AFM), and X-ray photoelectron spectroscopy (XPS). In this study, we find that for optimized conditions clean reactions occur on a surface between SAMs with terminal olefins and HFAA, and the product is consistent with bis(trifluoromethyl)cyclopropanation formation after nitrogen extrusion.
authors.affiliation: EaStCHEM School of Chemistry, University of St. Andrews , North Haugh, St. Andrews, Fife, KY16 9ST, U.K.
authors.forename: Malgorzata
authors.initials: M
authors.lastname: Adamkiewicz
authors.forename: David
authors.initials: D
authors.lastname: O'Hagan
authors.forename: Georg
authors.initials: G
authors.lastname: Hähner