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Characterizing Lewis Pairs Using Titration Coupled with In Situ Infrared Spectroscopy
Published on: February 20, 2020
Bidentate Lewis Acids Derived from o-Diethynylbenzene with Group 13 and 14 Functions
Jens Rudlof1, Niklas Aders1, Jan-Hendrik Lamm1
1Chair of Inorganic and Structural Chemistry, Center of Molecular Materials CM2, Bielefeld University, Universitätsstraße 25, D-33615, Bielefeld, Germany.
Abstract:
Starting from 1,2-diethynylbenzene, a series of bidentate Lewis acids was prepared by means of hydrometalations, in particular hydrosilylation, hydroboration, hydroalumination and terminal metalation based on group 13 and 14 elements. In the case of terminal alkyne metalation, the Lewis-acidic gallium function was introduced using triethylgallium under alkane elimination. A total of six different Lewis acids based on a semiflexible organic scaffold were prepared, bearing -SiClMe2 , -SiCl2 Me, -SiCl3 , -B(C6 F5 )2 , -AlBis2 (Bis=bis(trimethylsilyl)methyl) and -GaEt2 as the corresponding functional units. In all cases, the Lewis acid functionalisation was carried out twice and the products were obtained in good to excellent yields. In the case of the twofold gallium Lewis acid, a different structural motif in the form of a polymer-like chain was observed in the solid state. All new bidentate Lewis acids were characterised by multinuclear NMR spectroscopy, CHN analysis and X-ray diffraction experiments.
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