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Synthesis of the First Homoleptic Trisilaallyl Chloride: 3‐Chloro‐1, 1,2, 3,3‐pentakis(2′,4′,6′‐triisopropylphenyl)trisil‐1‐ene
Author(s) -
Abersfelder Kai,
Zhao Hui,
White Andrew J. P.,
Praesang Carsten,
Scheschkewitz David
Publication year - 2015
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/zaac.201500561
Subject(s) - homoleptic , moiety , allylic rearrangement , chloride , chemistry , silicon , nucleophilic substitution , ene reaction , molecule , ion , stereochemistry , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis , metal
Unsaturated silicon compounds are valuable building blocks for the synthesis of molecules with novel silicon‐based structural motifs with potential applications in materials chemistry. The difficulties associated with the transfer of the Si=Si moiety to promising substrates can be explained by the lack of suitably functionalized derivatives. Herein we report the synthesis and full characterization of the first homoleptic trisilaallyl chloride R 2 Si = Si( R )–Si(Cl) R 2 ( R = 2, 4,6‐triisopropylphenyl) by an unprecedented nucleophilic substitution at a central silicon atom under retention of an adjacent Si=Si double bond. Attempts to reductively generate the corresponding allylic anion led to the cleavage of the Si–Si single bond and isolation of the Et 2 O solvate of the corresponding disilenide.