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Article
Synthesis and Reactivity of a Tethered Diene Cyclopentadiene, (C5Me4H)SiMe2(CH2CH=CHCH=CH2), and Its Alkali Metal Salts
Journal of Organometallic Chemistry
  • William J. Evans, University of California, Irvine
  • Dimitri Giarikos, University of California, Irvine
  • Joseph W. Ziller, University of California, Irvine
Publication Date
12-15-2003
Keywords
  • Cyclopentadienyl,
  • Tethered diene,
  • Tetramethylcyclopentadienyl,
  • Bent metallocene,
  • Potassium,
  • Titanium
Disciplines
Abstract
(C5Me4H)SiMe2Cl reacts with (THF)KCH2CH=CHCH=CH2 to form (C5Me4H)SiMe2(CH2CHCHCHCH2) (1). Compound 1 reacts with KH and n-BuLi to make M(C5Me4)SiMe2(CH2CHCHCHCH2), M=K, 2; Li, 3, respectively. Carbon–silicon cleavage occurs when 1 reacts with K to form (C5Me4H)K, which crystallizes from dimethoxyethane as [(C5Me4H)K(DME)]x. This potassium salt has an extended structure which generates bent metallocene (C5Me4H)2K(DME) sub-structures which have 133.9° ring centroidKring centroid angles. Compound 1 reacts with TiCl4 to make (C5Me4H)TiCl3 (5), which has a piano stool structure.
Comments

©2003 Elsevier B.V. All rights reserved.

DOI
10.1016/j.jorganchem.2003.09.013
Citation Information
William J. Evans, Dimitri Giarikos and Joseph W. Ziller. "Synthesis and Reactivity of a Tethered Diene Cyclopentadiene, (C5Me4H)SiMe2(CH2CH=CHCH=CH2), and Its Alkali Metal Salts" Journal of Organometallic Chemistry Vol. 688 Iss. 1-2 (2003) p. 200 - 205 ISSN: 0022-328X
Available at: http://works.bepress.com/dimitri-giarikos/25/