The structure of dicyclopentadienylzinc

Budzelaar, Peter H. M.; Boersma, J.; Kerk, G.J.M. van der; Spek, Anthony L.; Duisenberg, A. J. M.

doi:10.1016/0022-328x(85)87100-x

Cited by 53 publications

(29 citation statements)

References 16 publications

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“…1:2.4 ratio), in Et 2 O as the solvent, it was isolated in low yields by high-temperature sublimation of the insoluble solids under vacuum. [1] An alternative, higher-yield procedure was subsequently developed, [2] consisting in the reaction of [Zn{N(SiMe 3 ) 2 } 2 ] with freshly distilled C 5 H 6 , and it is routinely employed for the large-scale [3,4] synthesis of 1. In the solid state, [Zn(C 5 H 5 ) 2 ] consists of infinite chains of zinc atoms bridged by cyclopentadienyl groups, [3] but the free molecules of 1 have an h 5 /h 1 slip-sandwich geometry, as revealed by electron diffraction studies.…”

Section: Dedicated To Dr Karl Mach On the Occasion Of His 70th Birthdaymentioning

confidence: 99%

“…[1] An alternative, higher-yield procedure was subsequently developed, [2] consisting in the reaction of [Zn{N(SiMe 3 ) 2 } 2 ] with freshly distilled C 5 H 6 , and it is routinely employed for the large-scale [3,4] synthesis of 1. In the solid state, [Zn(C 5 H 5 ) 2 ] consists of infinite chains of zinc atoms bridged by cyclopentadienyl groups, [3] but the free molecules of 1 have an h 5 /h 1 slip-sandwich geometry, as revealed by electron diffraction studies. [5] The molecules of Zn(C 5 H 5 ) 2 should exhibit Lewis acid character, as found for the permethylated [Zn(C 5 Me 5 ) 2 ] in its reactivity toward N-heterocyclic carbenes.…”

Section: Dedicated To Dr Karl Mach On the Occasion Of His 70th Birthdaymentioning

confidence: 99%

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Cyclopentadienyl Zincates: Synthesis and X‐ray Studies of Sodium and Potassium Salts of the [Zn(C₅H₅)₃]⁻ and [Zn₂(C₅H₅)₅]⁻ Ions

et al. 2007

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Section: Dedicated To Dr Karl Mach On the Occasion Of His 70th Birthdaymentioning

confidence: 99%

Section: Dedicated To Dr Karl Mach On the Occasion Of His 70th Birthdaymentioning

confidence: 99%

Cyclopentadienyl Zincates: Synthesis and X‐ray Studies of Sodium and Potassium Salts of the [Zn(C₅H₅)₃]⁻ and [Zn₂(C₅H₅)₅]⁻ Ions

et al. 2007

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“…Sixteen years after its first synthesis had been reported 104 , dicyclopentadienylzinc, Cp 2 Zn (58), was structurally characterized in the solid state by an X-ray crystal structure determination 108 . Like in 56, the structure of 57 in the solid state consists of infinite chains of zinc atoms with bridging cyclopentadienyl groups, while a terminal Cp group is bonded to each zinc atom.…”

Section: B Diorganozinc Compounds Containing Multi-hapto Bonded Groupsmentioning

confidence: 99%

Structural Organozinc Chemistry

Jastrzebski¹,

Boersma²,

Koten³

2006

The Chemistry of Organozinc Compounds

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“…49 This structure consists of infinite chains of zinc atoms with bridging Cp groups and, in addition, each zinc atom carries a terminal Cp group (Figure 9). Neither the terminal nor the bridging Cp groups are bounded to zinc in a purely η 1 -faschion; the bonding situation is best described as 'η 2.5 '.…”

mentioning

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Zinc: Organometallic ChemistryBased in part on the article Zinc: Organometallic Chemistry by Gerard Parkin which appeared in theEncyclopedia of Inorganic Chemistry, First Edition.

Gr��vy¹

2005

Encyclopedia of Inorganic Chemistry

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Since the discovery of the first organozinc compounds by Sir Edward Frankland in 1849, the organometallic chemistry of zinc made remarkable advances and organozinc species have become essential tools for organic chemists. During the past decade, numerous new and modified procedures for the preparation of the title compounds have been published, rendering their synthesis easier, faster, and less expensive and giving higher yields. The coordination chemistry of organozinc derivatives has been subject of further interest and various intra‐ and intermolecular complexes with different donor ligands have been structurally characterized by X‐ray crystallography and spectroscopic methods. The accumulation of molecular structures, physicochemical studies, and computational calculations has led to a better understanding of the organozinc chemistry, and consequently to the design of new derivatives for specific applications. Even if the development of areas like the chemistry of organozinc anions and cations is still in its early stage, these compounds, which exhibit properties different than those of the parent organometallic species, appear to have promising applications in synthesis and catalytic reactions. During the past ten years, the chemistry of organo‐ gem ‐dizincio derivatives has also been the subject of much interest and progress. These reagents can form two carbon–carbon bonds in a one‐pot reaction and with high stereoselectivity. They became key reagents for organic chemists who want to combine multiple transformations in one operation. The importance of organometallic compounds of zinc can be seen in the growing number of their applications in synthesis. They are used in many reactions such as substitutions, additions to carbonyl compounds and unsaturated systems, cyclopropanations, and polymerizations. Furthermore, as a result of their low reactivity, they tolerate a wide variety of functionalities and perform most of the transformations with high regio‐ and enantioselectivity. After spending more than half a century in the shade of Grignard and organolithium reagents, organozinc reagents are becoming more and more important in modern chemistry.

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The structure of dicyclopentadienylzinc

Cited by 53 publications

References 16 publications

Cyclopentadienyl Zincates: Synthesis and X‐ray Studies of Sodium and Potassium Salts of the [Zn(C₅H₅)₃]⁻ and [Zn₂(C₅H₅)₅]⁻ Ions

Cyclopentadienyl Zincates: Synthesis and X‐ray Studies of Sodium and Potassium Salts of the [Zn(C₅H₅)₃]⁻ and [Zn₂(C₅H₅)₅]⁻ Ions

Structural Organozinc Chemistry

Zinc: Organometallic ChemistryBased in part on the article Zinc: Organometallic Chemistry by Gerard Parkin which appeared in theEncyclopedia of Inorganic Chemistry, First Edition.

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The structure of dicyclopentadienylzinc

Cited by 53 publications

References 16 publications

Cyclopentadienyl Zincates: Synthesis and X‐ray Studies of Sodium and Potassium Salts of the [Zn(C5H5)3]− and [Zn2(C5H5)5]− Ions

Cyclopentadienyl Zincates: Synthesis and X‐ray Studies of Sodium and Potassium Salts of the [Zn(C5H5)3]− and [Zn2(C5H5)5]− Ions

Structural Organozinc Chemistry

Zinc: Organometallic ChemistryBased in part on the article Zinc: Organometallic Chemistry by Gerard Parkin which appeared in theEncyclopedia of Inorganic Chemistry, First Edition.

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Product

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Cyclopentadienyl Zincates: Synthesis and X‐ray Studies of Sodium and Potassium Salts of the [Zn(C₅H₅)₃]⁻ and [Zn₂(C₅H₅)₅]⁻ Ions

Cyclopentadienyl Zincates: Synthesis and X‐ray Studies of Sodium and Potassium Salts of the [Zn(C₅H₅)₃]⁻ and [Zn₂(C₅H₅)₅]⁻ Ions