13433-78-8Relevant academic research and scientific papers
Reactivities of triethylgermylborate in methanol
Nanjo, Masato,Matsudo, Kazuhiko,Mochida, Kunio
, p. 1086 - 1087 (2007/10/03)
The reactivity of lithium (triethylgermyl)triphenylborate, prepared from unsolvated triethylgermyllithium and triphenylborane, with organic substrates in methanol was investigated. The germylborates reacted with organic halides and acyl halides to give th
Synthesis of Acyltrialkylgermanes and Reactions with Carbon Nucleophiles
Nishimura, Teruyuki,Inoue-Ando, Sumie,Sato, Yoshiro
, p. 1589 - 1594 (2007/10/02)
Acyltrialkylgermanes 4 have been obtained in good yields by the Swern oxidation of trialkyl(1-hydroxyalkyl)germanes 3 which were prepared from aldehydes 1 and trialkylgermyllithium 2.Reaction of 4 with butyllithium 5, tert-butyl lithioacetate 7 or 2-lithiopropionitrile 9 gave the respective 1,2-addition products 6, 8 and 10.However, reaction with 1-lithioethyl phenyl sulfone 11 gave α-(trialkylgermyl) ketones 12, and with the lithium enolate of tert-butyl bromoacetate 14 gave (trialkylgermyl)oxiranes 15 as the main products, respectively.The results of the treatment of 15 with Lewis acids are also described.
REACTIONS OF TRIETHYLGERMYLLITHIUM WITH N,N-DIALKYLATED CARBOXAMIDES
Bravo-Zhivotovskii, D. A.,Pigarev, S. D.,Kalikhman, I. D.,Vyazankina, O. A.,Vyazankin, N. S.
, p. 51 - 60 (2007/10/02)
The reactions of triethylgermyllithium with N,N-dialkylated carboxamides have been investigated.N,N-Dimethylacetamide, N,N-dimethylpivalamide, N,N-diethyltrifluoroacetamide and N,N-diethylbenzamide act on triethylgermyllithium, which is made from bis(triethylgermyl)mercury and lithium in hexane, to release the corresponding acyltriethylgermanes as the principal product.The regioselectivity of the present reactions was found to depend markedly on the reaction conditions and the nature of the acyl fragment of amides.Thus, triethylgermyllithium reacts with N,N-dimethylacetamide as metallating agent to give lithium N,N-dimethylacetamide, if the reaction is carried out in tetrahydrofuran solution.Mechanistic interpretations of these results are discussed.
