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RESEARCH ARTICLE
Contents Vol 67(5)

[Tris(alkoxydimethylsilyl)methyl]alkylferrocenes as New Ferrocenyl Multifunctional Silyl Ethers

Kazem D. Safa A B , Hassan Abbasi A , Reza Teimuri-Mofrad A and Farzaneh A. Charandabi A
+ Author Affiliations
- Author Affiliations

A Organosilicon Research Laboratory, Department of Organic and Biochemistry, Faculty of Chemistry, University of Tabriz, PO Box 51666-16471 Tabriz, Iran.

B Corresponding author. Email: dsafa@tabrizu.ac.ir

Australian Journal of Chemistry 67(5) 784-789 https://doi.org/10.1071/CH13632
Submitted: 17 November 2013  Accepted: 24 December 2013   Published: 13 February 2014

Abstract

[Tris(trimethylsilyl)methyl]alkylferrocenes and [tris(dimethylsilyl)methyl]alkylferrocenes were synthesized by treatment of tris(trimethylsilyl)methyllithium and tris(dimethylsilyl)methyllithium in THF with 3-bromopropylferrocene or 4-bromobutylferrocene at 0°C. [Tris(alkoxydimethylsilyl)methyl]alkylferrocenes were obtained by dehydrocoupling with various aliphatic and benzylic alcohols in the presence of the Karstedt catalyst (platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane in xylene) in good to excellent yields. 4-[Tris(benzyloxydimethylsilyl)methyl]butylferrocene was also prepared from the transetherification of 4-[tris(methoxydimethylsilyl)methyl]butylferrocene with benzyl alcohol in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene as catalyst.


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