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Synthesis and Structure of a 2,4‐Unsubstituted cis/trans ‐1,3‐Disilacyclobutane by Dehydrofluorination of a Highly Hindered Fluorosilane
Author(s) -
Pietschnig Rudolf,
Spirk Stefan,
Belaj Ferdinand,
Merz Klaus
Publication year - 2005
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200400923
Subject(s) - chemistry , steric effects , metalation , silane , crystal structure , polymer chemistry , stereochemistry , organic chemistry
The preparation, molecular structure, and metalation behavior of a sterically highly congested fluorosilane ( t BuTipMeSiF) are described. This silane is subjected to dehydrofluorination under thermally mild conditions. A C ‐unsubstituted transient intermediate — either the silene or the corresponding silenoid — is generated in a metalation/elimination sequence at low temperatures, and this intermediate dimerizes to give the corresponding 1,3‐disilacyclobutane exclusively, even in the presence of a trapping agent. The significant steric hindrance in the starting fluorosilane and the final 1,3‐disilacyclobutane is corroborated by their crystal structures. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)