Synthesis and Structure of 1-Zirconacyclopent-3-yne Complexes without Substituents Adjacent to the Triple Bond

Five-membered metallacyclic alkynes that have no substituents adjacent to the triple bond have been synthesized, isolated, and structurally characterized. Zirconocene dichlorides, Cp‘2ZrCl2 (Cp‘ = C5H5, C5H4-t-Bu), reacted with 1,4-dichlorobut-2-yne in the presence of magnesium to give 1-zirconacycl...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2004-01, Vol.126 (1), p.60-61
Main Authors: Suzuki, Noriyuki, Aihara, Naoto, Takahara, Hidemichi, Watanabe, Takaaki, Iwasaki, Masakazu, Saburi, Masahiko, Hashizume, Daisuke, Chihara, Teiji
Format: Article
Language:English
Subjects:
Chemistry
Condensed matter: structure, mechanical and thermal properties
Exact sciences and technology
Organic chemistry
Organic compounds
Organometalloidal and organometallic compounds
Physics
Preparations and properties
Structure of solids and liquids
crystallography
Structure of specific crystalline solids
Transition metals derivatives
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Summary:Five-membered metallacyclic alkynes that have no substituents adjacent to the triple bond have been synthesized, isolated, and structurally characterized. Zirconocene dichlorides, Cp‘2ZrCl2 (Cp‘ = C5H5, C5H4-t-Bu), reacted with 1,4-dichlorobut-2-yne in the presence of magnesium to give 1-zirconacyclopent-3-yne compounds (5 (a) Cp‘ = C5H5, (b) Cp‘ = C5H4-t-Bu) that have a −CH2C⋮CCH2− moiety in good yields. They are stable enough to be isolated in a pure form, despite the absence of substituents. 5a reacted with an equimolar amount of Cp2Zr(but-1-ene)(PMe3) to produce a bimetallic complex in which the zirconacyclopentyne coordinates to the other zirconocene moiety as an alkyne.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja0385742