130255-49-1Relevant academic research and scientific papers
A facile synthesis of 1,1-bis(silyl)ethenes
Pawluc, Piotr,Marciniec, Bogdan,Hreczycho, Grzegorz,Gaczewska, Beata,Itami, Yujiro
, p. 370 - 372 (2005)
(Chemical Equation Presented). Symmetrical 1,1-bis(silyl)ethenes have been easily prepared via ruthenium complex-catalyzed silylative coupling cyclization of 1,2-bis(dimethylvinylsiloxy)ethane to give 2,2,4,4-tetramethyl-3-methylene-1, 5-dioxa-2,4-disilac
Construction of highly sterically hindered 1,1-disilylated terminal alkenes
Zhang, Xueyan,Ji, Xin,Xie, Xingze,Ding, Shengtao
supporting information, p. 12958 - 12961 (2018/11/23)
One direct and efficient procedure for the synthesis of 1,1-disilylated terminal alkenes is demonstrated in this paper. To overcome and rationally utilize the steric hindrance of silyl units, the cationic ruthenium catalyst [CpRu(MeCN)3]+ was found to be effective for Markovnikov hydrosilylation of 1-silyl terminal alkynes with high yields and excellent regioselectivity. Dissimilarities between alkyl and alkoxy silyl units lead to versatile product derivatizations toward a variety of useful building blocks.
Phosphine-stabilized, oxide-supported rhodium catalysts for highly efficient silylative coupling reactions
Tsukada, Shinji,Wada, Kenji,Miura, Hiroki,Hosokawa, Saburo,Abe, Ryu,Inoue, Masashi
, p. 9575 - 9586 (2016/01/12)
Oxide-supported rhodium catalysts with excellent activity in silylative coupling reactions have been developed. Reductive pretreatment of the catalysts in the presence of 0.5 equiv triphenylphosphine under a hydrogen atmosphere enhanced and stabilized the
Efficient synthesis of E-1,2-bis(silyl)ethenes via ruthenium-catalyzed homocoupling of vinylsilanes carried out in ionic liquids
Rogalski, Szymon,Zak, Patrycja,Mieotkiewski, Mi?osz,Dutkiewicz, Micha?,Fiedorow, Ryszard,MacIejewski, Hieronim,Pietraszuk, Cezary,?miglak, Marcin,Schubert, Thomas J.S.
, p. 261 - 268 (2013/02/23)
A series of ruthenium complexes (RuCl3 × 3H2O, [C5H5Ru(CH3CN)3]+[PF 6]-, [RuCl2(PPh3)3], [RuHCl(CO)(PPh3)3
Shuffle off the classic β-Si elimination by Ni-NHC cooperation: Implication for C-C forming reactions involving Ni-alkyl-β-silanes
Ho, Chun-Yu,He, Lisi
supporting information; experimental part, p. 1481 - 1483 (2012/03/11)
Via a cooperation of NHC, Si substituents and a M center, β-Si elimination was attenuated, revealing a new way to attain a high Ni-β-SiR3:Ni-σ-SiR3 ratio. The scope is illustrated by a head-to-tail vinylsilane-α-olefin hydroalkenylation.
Synthesis and structural characterisation of alkali metal complexes of heteroatom-stabilised 1,4- and 1,6-dicarbanions
Izod, Keith,Bowman, Lyndsey J.,Wills, Corinne,Clegg, William,Harrington, Ross W.
experimental part, p. 3340 - 3347 (2009/08/08)
A straightforward Peterson olefination reaction between either [{(Me 2PhSi)3C}Li(THF)] or in situ-generated [(Me 3Si)2{Ph2P(BH3)}CLi(THF) n] and paraformaldehyde gives the alkenes (Me2PhSi) 2C=CH2 (1) and (Me3Si){Ph2P(BH 3)}C=CH2 (2), respectively, in good yield. Ultrasonic treatment of 1 with lithium in THF yields the lithium complex [{(Me 2PhSi)2C(CH2)}Li(THF)n]2 (3), which reacts in situ with one equivalent of KOBut in diethyl ether to give the potassium salt [{(Me2PhSi)2C(CH 2)}K(THF)]2 (4). Similarly, ultrasonic treatment of 2 with lithium in THF yields the lithium complex [[{Ph2P(BH 3)}(Me3Si)C(CH2)]Li(THF)3] 2.2THF (5). The bis(phosphine-borane) [(Me3Si){Me 2(H3B)P}CH(Me2Si)(CH2)]2 (6) may be prepared by the reaction of [Me2P(BH3) CH(SiMe3)]Li with half an equivalent of ClSiMe2CH 2CH2SiMe2Cl in refluxing THF. Metalation of 6 with two equivalents of MeLi in refluxing THF yields the lithium complex [[{Me2P(BH3)}(Me3Si)C{(SiMe2) (CH2)}]Li(THF)3]2 (9), whereas metalation with two equivalents of MeK in cold diethyl ether yields the potassium complex [[{Me2P(BH3)}(Me3Si)C{(SiMe2) (CH2)}]2K2(THF)4]∞ (10) after recrystallisation. X-Ray crystallography shows that, whereas the lithium complex 5 crystallises as a discrete molecular species, the potassium complexes 4 and 10 crystallise as sheet and chain polymers, respectively.
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
Reactions of gem-dibromo compounds with trialkylmagnesate reagents to yield alkylated organomagnesium compounds
Inoue, Atsushi,Kondo, Junichi,Shinokubo, Hiroshi,Oshima, Koichiro
, p. 1730 - 1740 (2007/10/03)
The reaction of gem-dibromocyclopropanes 5 with nBu3MgLi affords butylated cyclopropylmagnesium species that can be trapped with various electrophiles. The reaction of dibromomethylsilanes 12 requires the addition of a catalytic amount of CuCN · 2 LiCl for smooth migration of the alkyl groups. The resultant α-silylpentylmagnesium compounds 16 react with electrophiles, such as acyl chlorides or α, β-unsaturated ketones to afford α- or γ-silyl ketones, respectively. Treatment of dibromodisilylmethanes with Me3MgLi yields 1-bromo- 1,1-disilylethanes 25 that can be converted into 1,1-disilylethenes 29 by dehydrobromination.
Insertion of Vinylsilane into the Ruthenium-Silicon-Bond - Direct Evidence for the Non-metallacarbene Mechanism of Silylalkene Disproportionation
Marciniec, Bogdan,Pietraszuk, Cezary
, p. 2003 - 2004 (2007/10/02)
The reversible insertion of the vinylsilane molecule into the Ru-Si bond occurs in two different ways to give E-1,2-bis(silyl)ethene and 1,1-bis(silyl)ethene which, in combination with the previous experiments by Wakatsuki et al., provides convincing evidence for a non-metallacarbene mechanism of silylalkene disproportionation.
Synthesis, Molecular Structure, and Some Reactions of Bis(dimethylphenylsilyl)Ketone
Narasaka, Koichi,Saito, Nobuo,Hayashi, Yujiro,Ichida, Hikaru
, p. 1411 - 1414 (2007/10/02)
The title compound was prepared from bis(methylthio)methane as a crystalline compound.The molecular structure was determined by X-ray crystallographic analysis, and reactions with alkyl metals and a Wittig reagent were examined.
