Bis(trifluoromethyl)methylene addition to vinyl-terminated SAMs: a gas-phase C–C bond-forming reaction on a surface

Malgorzata Adamkiewicz, David O'Hagan*, Georg Hähner*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)

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.
Original languageEnglish
Pages (from-to)5422–5428
Number of pages7
JournalLangmuir
Volume30
Issue number19
Early online date29 Apr 2014
DOIs
Publication statusPublished - 20 May 2014

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