"Synthesis and Reactivity of a Tethered Diene Cyclopentadiene, (C5Me4H)" by William J. Evans, Dimitri Giarikos et al.

Chemistry and Physics Faculty Articles

Title

Synthesis and Reactivity of a Tethered Diene Cyclopentadiene, (C5Me4H)SiMe2(CH2CH=CHCH=CH2), and Its Alkali Metal Salts

Authors

William J. Evans, University of California, Irvine
Dimitri Giarikos, University of California, IrvineFollow
Joseph W. Ziller, University of California, Irvine

Document Type

Article

Publication Date

2003

Publication Title

Journal of Organometallic Chemistry

Keywords

Cyclopentadienyl, Tethered diene, Tetramethylcyclopentadienyl, Bent metallocene, Potassium, Titanium

ISSN

0022-328X

Volume

688

Issue/No.

1-2

First Page

200

Last Page

205

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

NSUWorks Citation

Evans, W. J., Giarikos, D., & Ziller, J. W. (2003). Synthesis and Reactivity of a Tethered Diene Cyclopentadiene, (C5Me4H)SiMe2(CH2CH=CHCH=CH2), and Its Alkali Metal Salts. Journal of Organometallic Chemistry, 688, (1-2), 200 - 205. https://doi.org/10.1016/j.jorganchem.2003.09.013. Retrieved from https://nsuworks.nova.edu/cnso_chemphys_facarticles/65

DOI

10.1016/j.jorganchem.2003.09.013

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