Additionen von Di‐tert.‐butylzink an Olefine

Lehmkuhl, Herbert; Olbrysch, Otto

doi:10.1002/jlac.197519750615

Cited by 38 publications

(17 citation statements)

References 15 publications

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“…ZnBu t 2 was prepared by modification of a method available in the literature [14]. A solution of Bu t Li in pentane (85 mL, 1.76 M, 149.6 mmol) was added at 0°C over a period of 1 h to a solution of ZnCl 2 (10.2 g, 74.8 mmol) in diethyl ether (200 mL).…”

Section: Synthesis Of Znbu Tmentioning

confidence: 99%

Synthesis and structures of new binuclear zinc alkyl, aryl and aryloxo complexes

Sarazin

Wright

Harding

et al. 2008

Journal of Organometallic Chemistry

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Section: Synthesis Of Znbu Tmentioning

confidence: 99%

Synthesis and structures of new binuclear zinc alkyl, aryl and aryloxo complexes

Sarazin

Wright

Harding

et al. 2008

Journal of Organometallic Chemistry

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“…Uncatalyzed additions of alkylzincs or arylzincs to alkenes do not generally occur except for the more reactive di(tertbutyl)zinc. 96 Carbozincation of ethylene requires the use of pressure and high temperature to afford the primary dialkylzinc derivative (Scheme 55). 96 Reaction also occurs with less reactive monosubstituted alkenes and the addition of the t-Bu group is favored on the less substituted carbon of the alkene.…”

Section: Carbozincation Of Alkenesmentioning

confidence: 99%

“…96 Carbozincation of ethylene requires the use of pressure and high temperature to afford the primary dialkylzinc derivative (Scheme 55). 96 Reaction also occurs with less reactive monosubstituted alkenes and the addition of the t-Bu group is favored on the less substituted carbon of the alkene. 1,3-Butadiene can also be used as the electrophilic partner for the addition of t-Bu 2 Zn, but the allylic diorganozinc species generated may further react with the butadiene.…”

Section: Carbozincation Of Alkenesmentioning

confidence: 99%

“…1,3-Butadiene can also be used as the electrophilic partner for the addition of t-Bu 2 Zn, but the allylic diorganozinc species generated may further react with the butadiene. 96 The monoadduct can be isolated under carefully controlled experimental conditions. Similarly, monoaddition of t-Bu 2 Zn to styrene can be achieved at a precise temperature to give the benzylic diorganozinc species.…”

Section: Carbozincation Of Alkenesmentioning

confidence: 99%

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Carbozincation Reactions of Carbon–Carbon Multiple Bonds

2015

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“…The homoleptic starting compound 1 was prepared in high yield according to the literature procedure. 13 Colorless crystals of 1 suitable for X-ray single-crystal determination were obtained by sublimation at 30°C under vacuum (5 × 10 -2 Torr), which proves the anticipated monomeric linear structure ( Figure 1a). Compound 1 crystallizes in the orthorhombic Pnma space group, and the crystal structure consists of discrete monomeric molecules with two-coordinate zinc atoms.…”

mentioning

confidence: 99%

From Discrete Linear Zn^tBu₂ Molecules to 1D Coordination Polymers and 2D Fabrics

et al. 2007

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Structural studies of the homoleptic main group metal alkyls are of fundamental interest to rationalize their physical behavior and reactivity, and they provide novel supramolecular structures with remarkable topologies and often unusual metal-ligand interactions. For instance, the structure of heavier group 13 trimethyls is topologically equivalent to the well-known zeolite type structures, 1 and the structure characterization of Mg t Bu 2 (i.e., the simplest dialkylmagnesium compound to be structurally authenticated) revealed that intra-and intermolecular CH 3 ‚‚‚Mg agostic interactions play a substantial role in the molecular assembly. 2 As noted by Seyferth in the seminal paper on the history of zinc alkyls chemistry, in recent years, there has been a renaissance in dialkylzinc chemistry due to the utility of this family of compounds in important synthetic processes. 3 Up to now, however, the structurally authenticated homoleptic dialkylzincs consist of sterically strongly encumbered methylsilyl ligands, 4 though some of lower zinc alkyls were investigated by a host of techniques 5 including molecular weight determination, NMR and IR spectroscopy, gas electron diffraction, and photoelectron spectroscopy. 6 Other structurally known examples are restricted to a very recently reported divinylzinc compound 7 and some diarylzinc compounds, including the unique structure of diphenylzinc, in which the monomeric ZnPh 2 units are associated into unsymmetrical dimers that are linked by further weaker interactions into tetrameric units. 8 Moreover, systematic investigations on the structure and relative stability of the ZnR 2 (L) n adduct as a function of the character of both the R substituent and L ligand are also relatively sparse. For instance, to our knowledge, of the Lewis acid-base adducts involving Zn t Bu 2 , only the threecoordinate ZnR 2 (L) complexes with the iminato ligand have been structurally authenticated. 9,10 On the other hand, during the past decade, the controlled selfassembly of metal-ligand complexes has attracted great attention owing to their wide potential applications as functional materials, and many supramolecular compounds with intriguing structures have been synthesized and characterized, such as the 1D chains, 2D layers, and 3D open frameworks. 11 In regard to 2D metalorganic frameworks, where honeycomb, brick wall, grid, square, or rectangular networks are known, nanofabrics still await their realization (Chart 1). 12 We report here a system involving Zn t Bu 2 and bipyridine ligands that brings together the major features mentioned above: the molecular structure of homoleptic metal alkyl and self-assembly of a metal-ligand complex leading to unprecedented topology of the 2D framework based on coordination polymers sustained by organometallic nodes.The limited experimental structural data for tert-butylzinc derivatives stimulated our interest in Zn t Bu 2 (1) and its adducts with pyridine ligands. The homoleptic starting compound 1 was prepared in high yield according to the literature ...

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Additionen von Di‐tert.‐butylzink an Olefine

Cited by 38 publications

References 15 publications

Synthesis and structures of new binuclear zinc alkyl, aryl and aryloxo complexes

Synthesis and structures of new binuclear zinc alkyl, aryl and aryloxo complexes

Carbozincation Reactions of Carbon–Carbon Multiple Bonds

From Discrete Linear Zn^tBu₂ Molecules to 1D Coordination Polymers and 2D Fabrics

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Additionen von Di‐tert.‐butylzink an Olefine

Cited by 38 publications

References 15 publications

Synthesis and structures of new binuclear zinc alkyl, aryl and aryloxo complexes

Synthesis and structures of new binuclear zinc alkyl, aryl and aryloxo complexes

Carbozincation Reactions of Carbon–Carbon Multiple Bonds

From Discrete Linear ZntBu2 Molecules to 1D Coordination Polymers and 2D Fabrics

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Product

Resources

About

From Discrete Linear Zn^tBu₂ Molecules to 1D Coordination Polymers and 2D Fabrics