18415-23-1Relevant articles and documents
The synthesis of stable intramolecularly dialkylamino-coordinated silenes and their methyl iodide induced isomerization into cyclic aminosilanes
Mickoleit, Martin,Schmohl, Kathleen,Michalik, Manfred,Oehme, Hartmut
, p. 1538 - 1544 (2004)
The reaction of the (dichloromethyl)oligosilanes R(Me3Si) 2-SiCHCl2 4a-d (4a: R = Me; 4b: R = tBu; 4c: R = Ph-, 4d: R = SiMe3) with 8-(dimethylamino)-1-naphthyllithium leads to the intramolecularly donor-stabilized silenes 1a-d. Whereas 1a.b, and d were isolated as thermally stable yellow crystalline compounds, 1c could not be separated in a pure form but was characterized by NMR spectroscopy and mass spectroscopy as well as by its chemical reactivity with a variety of substrates. Dynamic 1H NMR spectroscopic studies of 1a and 1d revealed coalescence of the signals of the two CSiMe3 groups. In agreement with theoretical calculations, this effect was interpreted as the result of internal rotations about the silene double bond. These findings and the known relatively long Si=C distances for 1d, 2 and 3 help establish the ylide-like nature of the silenes prepared. Treatment of 1a-d with water produced the silanols 9a-d. Treatment of 1a,b, and d with methyl iodide caused a rearrangement of the silenes, one methyl substituent formally migrating from the coordinated dimethylamino group to the silene carbon atom producing the respective cyclic aminosilanes 11a,b, and d. As the outcome of the reaction of 1d with benzaldehyde, 2,2-bis(tri-methylsilyl)vinylbenzene (14) and a mixture of the two isomers of the cyclodisiloxane 13 were obtained. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
Comparison of tris(dimethylphenylsilyl)methyllithium and tris(trimethylsilyl)methyllithium reactions with carbon disulfide: A new route for the synthesis of some 1,1-bis(benzylthio) and bis(allylthio)-2,2- bis(dimethylphenylsilyl)ethenes
Safa, Kazem D.,Ghorbanpour, Khatereh
, p. 304 - 311 (2014/04/03)
A series of bis(benzylthio) and bis(allylthio)-2,2-bis(dimethylphenylsilyl) ethenes has been obtained by the reaction of (PhMe2Si) 3CLi and CS2 with benzyl and allyl bromides. A plausible mechanism for the formation of these compounds has been proposed. The reactivity of (PhMe2Si)3CLi toward CS2 has been compared with that of (Me3Si)3CLi. The reaction of (PhMe 2Si)3CLi with CS2 and 2-methyloxirane gave a cyclic thiocarbonate(equation presented). 2014
A new selective approach to 1,1-bis(silyl)-2-arylethenes and 1,1-bis(silyl)-1,3-butadienes via sequential silylative coupling-heck coupling reactions
Pawluc, Piotr,Hreczycho, Grzegorz,Marciniec, Bogdan
, p. 8676 - 8679 (2007/10/03)
A novel selective route to 1,1-bis(silyl)-1-alkenes has been developed. Sequential one-pot silylative coupling exo-cyclization of 1,2- bis(dimethylvinylsiloxy)ethane followed by the reaction with Grignard reagents leads to the desired 1,1-bis(silyl)ethene
