Journal
JOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume 692, Issue 1-3, Pages 263-270Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2006.05.063
Keywords
trisilaallene; germadisilaallene; addition; mechanism; X-ray structural analysis
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A number of the distinctive reactions of trisilaallene 1 and 2-germadisilaallene 4 with various reagents including water, alcohols, acetone, and haloalkanes were studied. The addition reactions of 1 to water and alcohols occur in a regiospecific manner to afford 1,3-dioxytrisilanes in high yields. The additions are explained by a stepwise mechanism involving the initial nucleophilic attack of a hydroxy oxygen to a terminal allenic silicon to give an intermediate unsymmetric disilene. The regiospecificity is rationalized by the shape of the frontier molecular orbitals and the NPA charge distribution of trisilaallene 1 and the intermediate disilene. (c) 2006 Elsevier B.V. All rights reserved.
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