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Issue 6, 2017
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Fluoride complexation by bidentate silicon Lewis acids

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Abstract

Diethynyldiphenylsilane (1) and divinyldiphenylsilane (2) were functionalized by hydrosilylation reactions with HSiMe2Cl, HSiMeCl2 and HSiCl3. Fluorination of the resulting compounds generates bidentate open-chain Lewis acids of increasing acidity. All semi-flexible [Ph2Si(CH[double bond, length as m-dash]CHSiFnMe3−n)2 (n = 1, 2, 3)] and flexible [Ph2Si(CH2–CH2SiFnMe3−n)2 (n = 1, 2, 3)] bidentate Lewis acids were obtained in good to excellent yields. The different fluoride ion complexation behavior was explored in detail by multinuclear (low temperature) NMR spectroscopy. The Lewis acidic bidentate molecules as well as the resulting mono- and bissilicates were completely characterized by NMR spectroscopy, mass spectrometry and in part by elemental analysis and X-ray diffraction experiments.

Graphical abstract: Fluoride complexation by bidentate silicon Lewis acids

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Article information


Submitted
06 Dec 2016
Accepted
11 Jan 2017
First published
20 Jan 2017

Dalton Trans., 2017,46, 1898-1913
Article type
Paper

Fluoride complexation by bidentate silicon Lewis acids

J. Horstmann, M. Niemann, K. Berthold, A. Mix, B. Neumann, H. Stammler and N. W. Mitzel, Dalton Trans., 2017, 46, 1898
DOI: 10.1039/C6DT04608H

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