Procedure in the synthesis of ethyllithium in an atmosphere of argon

Talalaeva, T. V.; Kocheshkov, K. A.

doi:10.1007/bf00846494

Cited by 2 publications

(1 citation statement)

References 8 publications

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“…IR spectra were recorded as paraffin mull between KBr plates with a Shimadzu Prestige 21 spectrometer; electron impact mass spectra with a Varian mass spectrometer. 1,3-(H-CϵC) 2 C 6 H 4 , HSiEt 3 , Ph 2 MeSiCl and PhMe 2 SiCl are commercially available, EtLi [26] and Cl 2 GaH [6] were synthesised according to reported procedures.…”

Section: Methodsmentioning

confidence: 99%

Heterocyclic Digallanates, Encapsulation of Lithium Cations in Organometallic Cages and C–H Bond Activation

et al. 2015

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Hydrogallation of the dialkynylbenzenes 1,3‐(R2R′Si‐C≡C)2C6H4 (3: R = Me, R′ = Ph; 4: R = Ph, R′ = Me) with dichlorogallane, H‐GaCl2, afforded the corresponding dialkenylbenzenes 5 and 6, with GaCl2 groups geminal to the silyl substituents. Compound 6 was characterised by crystal structure determination, which revealed intramolecular bridging of both gallium atoms by two chlorine atoms as a new structural motif. Treatment of 5 and 6 with six equivalents of ethyllithium gave unprecedented heterocyclic digallanates 7 and 8, in which two four‐coordinate gallium atoms were bridged by two 1,3‐dialkenylbenzene spacer ligands. The obtained large heterocycles encapsulated two lithium counterions in their molecular cavities. The lithium atoms were coordinated in a cryptand‐like fashion and showed a variety of short contacts to aromatic rings, alkenyl groups, and α‐carbon atoms of terminal ethyl groups. They could be removed from the molecular cavity by coordination with chelating 1,2‐dimethoxyethane ligands. Heating of digallanates 7 and 8 in toluene to more than 100 °C over a period of 5 h resulted in fascinating transformations with C–H bond activation and ortho‐metallation. Five‐membered GaC4 metallacycles were formed, which had a terminal R2R′Si‐CH=CH‐ group resulting from the formal protolytic cleavage of an alkenyl–gallium bond by the ortho‐hydrogen atom.

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Section: Methodsmentioning

confidence: 99%

Heterocyclic Digallanates, Encapsulation of Lithium Cations in Organometallic Cages and C–H Bond Activation

et al. 2015

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Vinylgallium and Alkyllithium Compounds: Transmetalation and Generation of Oligolithium Cages

Uhl

Kovert

Layh

et al. 2011

Chemistry A European J

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Vinylgallium compounds [C(6)H(6-n){(H)C=C(SiR(2) R')-GaR''(2)}(n ] (3, R=Ph, Me; R'=Ph, Me; R''=tBu, Et; n=1, 2) are easily accessible by hydrogallation of the corresponding alkynylbenzene derivatives with H-GaCl(2) and subsequent reaction with alkyllithium derivatives. Treatment of 3 with an excess amount of tert-butyl- or ethyllithium yielded by transmetalation and ortho-deprotonation of the aromatic rings the unprecedented solvent-free oligolithium cluster compounds [{(C(6)H(4)Li)HC=C(SiPh(3))Li}(2)(tBuLi)(2)] (4), [{(C(6)H(4)Li)HC=C(SiPh(2)Me)Li}(4)] (5) and [{(C(6)H(3)Li){HC=C(SiMe(3))Li}(2)}(3)] (6) in moderate yields. Their solid-state structures revealed the presence of unique molecular lithium clusters with 6, 8, or 9 lithium atoms that may be derived from two edge-sharing Li(4) tetrahedra (4), three Li(4) tetrahedra in a chain joined by two common edges (5) or a tricapped trigonal prism of lithium atoms (6).

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Procedure in the synthesis of ethyllithium in an atmosphere of argon

Cited by 2 publications

References 8 publications

Heterocyclic Digallanates, Encapsulation of Lithium Cations in Organometallic Cages and C–H Bond Activation

Heterocyclic Digallanates, Encapsulation of Lithium Cations in Organometallic Cages and C–H Bond Activation

Vinylgallium and Alkyllithium Compounds: Transmetalation and Generation of Oligolithium Cages

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