title: Preparation and regioselective metalation of bis(trimethylsilyl)methyl-substituted aryl derivatives.
abstract: A range of bis(trimethylsilyl)methyl-substituted aryl derivatives was prepared by using a Kumada-Corriu cross-coupling reaction. The regioselective metalation of the resulting bis(trimethylsilyl)methyl-substituted aryl derivatives bearing this bulky silyl group allowed the generation of functionalized aromatics. A regioselective switch in the presence or in the absence of the bis(trimethylsilyl)methyl group has been demonstrated. Furthermore, this silyl group was converted into a formyl group or a styryl group, enhancing the scope of application of such bis(trimethylsilyl)methyl-substituted arenes.
authors.affiliation: Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, Haus F, 81377 München (Germany).
authors.forename: Veronika
authors.initials: V
authors.lastname: Werner
authors.forename: Thomas
authors.initials: T
authors.lastname: Klatt
authors.forename: Masaya
authors.initials: M
authors.lastname: Fujii
authors.forename: Jenifer
authors.initials: J
authors.lastname: Markiewicz
authors.forename: Yitzhak
authors.initials: Y
authors.lastname: Apeloig
authors.forename: Paul
authors.initials: P
authors.lastname: Knochel
mesh_terms: D001555:Benzene Derivatives / Q000737:chemistry*; D008274:Magnesium / Q000737:chemistry; D013237:Stereoisomerism; D014297:Trimethylsilyl Compounds / Q000737:chemistry*
chemical_list: D001555:Benzene Derivatives; D014297:Trimethylsilyl Compounds; D008274:Magnesium
keywords: aromatics; lithiation; magnesium; metalation; silyl reagents