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

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Abstract

(C5Me4H)SiMe2Cl reacts with (THF)KCH 2CH=CHCH=CH2 to form (C5 Me4H)SiMe2(CH2CH=CHCH=CH2) (1). Compound 1 reacts with KH and n-BuLi to make M(C5 Me4)SiMe2(CH2CH=CHCH=CH 2), M=K, 2; Li, 3, respectively. Carbon-silicon cleavage occurs when 1 reacts with K to form (C5Me4H)K, which crystallizes from dimethoxyethane as [(C5Me4 H)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. © 2003 Elsevier B.V. All rights reserved.
Original languageAmerican English
Pages (from-to)200-205
Number of pages6
JournalJournal of Organometallic Chemistry
Volume688
Issue number1-2
DOIs
StatePublished - Dec 15 2003
Externally publishedYes

Funding

For support of this research, we thank the Division of Chemical Sciences of the Office of Basic Energy Sciences of the Department of Energy.

Funders
Basic Energy Sciences

    ASJC Scopus Subject Areas

    • Biochemistry
    • Physical and Theoretical Chemistry
    • Organic Chemistry
    • Inorganic Chemistry
    • Materials Chemistry

    Keywords

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

    Disciplines

    • Chemistry

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