title: Competition between π-arene and lone-pair halogen coordination of silylium ions?
abstract: In 2,6-diarylphenylSiR(2) cations, the 2,6-diarylphenyl (m-terphenyl) scaffold blocks incoming nucleophiles and stabilizes the positive charge at silicon by lateral ring interactions. Direct ortho-halogen and π-electron-rich face coordination to silicon has been seen. For a series of cations bearing 2,6-difluoro-2',6'-dimethyl-X(n)-substituted rings, the relative contribution of these two modes of stabilization has been assessed. Direct coordination from an aryl fluoride is found to be comparable to that from the mesityl π-face.
authors.affiliation: Organic Chemistry Institute, University of Zurich, Winterthurerstrasse 190, 8057 Zurich, Switzerland.
authors.forename: Paola
authors.initials: P
authors.lastname: Romanato
authors.forename: Simon
authors.initials: S
authors.lastname: Duttwyler
authors.forename: Anthony
authors.initials: A
authors.lastname: Linden
authors.forename: Kim K
authors.initials: KK
authors.lastname: Baldridge
authors.forename: Jay S
authors.initials: JS
authors.lastname: Siegel