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Main Title: Synthesis of a counteranion-stabilized bis(silylium) ion
Author(s): Wu, Qian
Roy, Avijit
Wang, Guoqiang
Irran, Elisabeth
Klare, Hendrik F. T.
Oestreich, Martin
Type: Article
Abstract: The preparation of a molecule with two alkyl-tethered silylium-ion sites from the corresponding bis(hydrosilanes) by two-fold hydride abstraction is reported. The length of the conformationally flexible alkyl bridge is crucial as otherwise the hydride abstraction stops at the stage of a cyclic bissilylated hydronium ion. With an ethylene tether, the open form of the hydronium-ion intermediate is energetically accessible and engages in another hydride abstraction. The resulting bis(silylium) ion has been NMR spectroscopically and structurally characterized. Related systems based on rigid naphthalen-n,m-diyl platforms can only be converted into the dications when the positively charged silylium-ion units are remote from each other (1,8 versus 1,5 and 2,6).
Subject(s): bidentate interaction
density functional calculations
Lewis acids
silylium ions
Issue Date: 26-Mar-2020
Date Available: 3-Jun-2021
Language Code: en
DDC Class: 547 Organische Chemie
Sponsor/Funder: DFG, 390540038, EXC 2008: Unifying Systems in Catalysis "UniSysCat"
TU Berlin, Open-Access-Mittel – 2020
Journal Title: Angewandte Chemie
Publisher: Wiley
Volume: 59
Issue: 26
Publisher DOI: 10.1002/anie.202003799
Page Start: 10523
Page End: 10526
EISSN: 1521-3757
ISSN: 0044-8249
TU Affiliation(s): Fak. 2 Mathematik und Naturwissenschaften » Inst. Chemie » FG Organische Chemie / Synthese und Katalyse
Appears in Collections:Technische Universität Berlin » Publications

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