76074-19-6Relevant academic research and scientific papers
Visible-Light-Driven Synthesis of Arylstannanes from Arylazo Sulfones
Lian, Chang,Yue, Guanglu,Mao, Jinshan,Liu, Danyang,Ding, Yi,Liu, Zerong,Qiu, Di,Zhao, Xia,Lu, Kui,Fagnoni, Maurizio,Protti, Stefano
supporting information, p. 5187 - 5191 (2019/07/03)
The visible-light-driven preparation of (hetero)aryl stannanes was carried out under both photocatalyst- and metal-free conditions via irradiation of arylazo sulfones in the presence of hexaalkyldistannanes. The reaction shows a high efficiency and a wide substrates scope. The resulting crude organotin derivatives can be directly employed in a Stille protocol.
Synthesis of aryl trimethylstannanes from aryl amines: A sandmeyer-type stannylation reaction
Qiu, Di,Meng, He,Jin, Liang,Wang, Shuai,Tang, Shengbo,Wang, Xi,Mo, Fanyang,Zhang, Yan,Wang, Jianbo
supporting information, p. 11581 - 11584 (2013/11/06)
Sandmeyer-type stannylation: Stille coupling is one of the most powerful coupling reactions for C-C bond formation, whereas there are only limited methods to access aryl stannane compounds. A mild stannylation process based on a Sandmeyer-type transformation using aromatic amines as the starting materials is described. DCE: 1,2-dichloroethane. Copyright
Organozinnverbindungen XXXIII. Die erste Komplexbildung zwischen Organozinn- und Nitroderivaten: Reactionen der Zinn-Alkyl-Bindung
Al-Allaf, Talal A. K.,Kobs, U.,Neumann, W. P.
, p. 29 - 36 (2007/10/02)
Although trimethylstannylbenzene in presence of MeCOCl*AlCl3 undergoes a carbodestannylation to give acetophenone, its 2-NO2, 3-NO2, 4-NO2, and 2,4-(NO2)2 derivatives (1a-d) exhibit a surprising, high activation of the aliphatic C-Sn bond (Me-Sn) which allows a single cleavage to give the corresponding dimethylchlorostannyl nitrobenzenes (2a-d) quantitatively without any aryl-Sn bond cleavage.A strong, hitherto unknown, intramolecular pentacoordination at the tin in 2a and 2d via complexation by the ortho nitro groups, is indicated by the IR, 1H, 13C, and 119Sn NMR spectral data.In contrast, reaction of iodine with 1a-d, or with 2a-d results in exclusive SEar ipso substitution of all stannyl groups.The mechanisms are discussed, preparative procedures and spectroscopic details are described.
SYNTHESIS OF ORGANOTRIALKYLSTANNANES. THE REACTION BETWEEN ORGANIC HALIDES AND HEXAALKYLDISTANNANES IN THE PRESENCE OF PALLADIUM COMPLEXES
Azizian, Hormoz,Eaborn, Colin,Pidcock, Alan
, p. 49 - 58 (2007/10/02)
The aryl halides YC6H4X (X=Br or I) have been shown to react with the distannanes (R3Sn)2 (R=n-Bu or Me) in toluene in the presence of or to give the compounds YC6H4SnR3 for (a) R=n-Bu, Y=H, p-OMe, o-Me, p-Me, m-Cl, p-Cl, m-CN, p-COCH3 and m-NO2, and (b) R=Me, Y=H, p-OMe, p-Me, p-CN, p-COCH3, m-NO2 and p-NO2.Benzyl halides YC6H4CH2X (X=Cl or Br) similarly give YC6H4CH2SnR3 for (a) R=n-Bu, Y=H, m-OMe, p-OMe, m-Cl, m-CN, and m-NO2, and (b) R=Me, Y=m-Cl, m-CN, p-CN and m-NO2.These reactions are of special value as preparative procedures in cases in which Grignard or organolithium reagents cannot be used.Allyl chloride and bromide were likewise shown to react with (n-Bu3Sn)2 to give CH2=CHCH2SnBu3, but n-BuCl and n-BuBr gave only a trace of n-Bu4Sn.The mixed dimetallo species n-Bu3SnSiMe3 was shown to react with aryl bromides YC6H4Br (X=H, p-OMe, p-Me, or p-Cl) to give the arylsilicon compounds YC6H4SiMe3, with no aryltin products.
