1080-43-9Relevant articles and documents
Mechanisms of Reactions between Organotin Compounds and Platinum Complexes
Al-Allaf, Talal A. K.,Eaborn, Colin,Kundu, Kalipada,Pidcock, Alan
, p. 55 - 56 (1981)
Mechanisms involving PtIV intermediates are proposed for the homogeneous catalysis by platinum(II) complexes of the redistribution reaction 2 SnMe3R SnMe4 + SnMe2R2 (R = aryl), and for the formation of cis- (L = PPh3) from
First gas-phase detection of dimethylstannylene and time-resolved study of some of its reactions
Becerra, Rosa,Boganov, Sergey E.,Egorov, Mikhail P.,Faustov, Valery I.,Krylova, Irina V.,Nefedov, Oleg M.,Walsh, Robin
, p. 7555 - 7562 (2002)
Using a laser flash photolysis/laser probe technique, we report the observation of strong absorption signals in the wavelength region 450-520 nm (highest intensity at 514.5 nm) from four potential precursors of dimethylstannylene, SnMe2, subjected to 193 nm UV pulses. From GC analyses of the gaseous products, combined with quantum chemical excited state CIS and TD calculations, we can attribute these absorptions largely to SnMe2, with SnMe4 as the cleanest source of the species. Kinetic studies have been carried out by time-resolved monitoring of SnMe2. Rate constants have been measured for its reactions with 1,3-C4H6, MeC, CMe, MeOH, 1-C4H9Br, HCl, and SO2. No evidence could be found for reaction of SnMe2 with C2H4, C3H8, Me3SiH, GeH4, Me2GeH2, or N2O. Limits of less than 10-13 cm3 molecule-1 s-1 were set for the rate constants for these latter reactions. These measurements showed that SnMe2 does not insert readily into C-H, Si-H, Ge-H, C-C, Si-C, or Ge-C bonds. It is also unreactive with alkenes although not with dienes or alkynes. It is selectively reactive with lone pair donor molecules. The possible mechanisms of these reactions are discussed. These results represent the first visible absorption spectrum and rate constants for any organo-stannylene in the gas phase.
Triorganotin fluoride structures: A ligand close-packing model with predominantly ionic Sn-F bonds
Beckmann, Jens,Horn, Dagmar,Jurkschat, Klaus,Rosche, Fred,Schuermann, Markus,Zachwieja, Uwe,Dakternieks, Dainis,Duthie, Andrew,Lim, Allan E. K.
, p. 164 - 174 (2003)
The synthesis and complete characterization by multinuclear NMR, infrared, and Moessbauer spectroscopy, by single crystal X-ray analysis, as well as by electrospray mass spectrometry of the new soluble triorganotin fluoride Me2PhSnF (1) is repo
Tin-Catalyzed Synthesis of 5-Substituted 1H-Tetrazoles from Nitriles: Homogeneous and Heterogeneous Procedures
Chrétien, Jean-Mathieu,Kerric, Gaelle,Zammattio, Fran?oise,Galland, Nicolas,Paris, Michael,Quintard, Jean-Paul,Le Grognec, Erwan
supporting information, p. 747 - 757 (2019/01/04)
The preparation of 5-substituted 1H-tetrazoles was efficiently achieved by reaction of trimethylsilylazide with nitriles using a triorganotin alkoxide precatalyst. The reaction mechanism was first investigated using a homogeneous tributyltin derivative and was explored through experimental investigations and DFT calculations. A heterogeneous version was then developed using a polymer-supported organotin alkoxide and afforded an efficient method for the preparation of tetrazoles in high yields with an easy work-up and a residual tin concentration in the desired products compatible for pharmaceutical applications (less than 10 ppm). (Figure presented.).
A utility for organoleads: Selective alkyl and aryl group transfer to tin
Arias-Ugarte, Renzo N.,Pannell, Keith H.
, p. 1703 - 1708 (2018/02/09)
Me4Pb and Ph4Pb readily transfer methyl or phenyl groups to an equivalent molar ratio of tin(iv) chlorides in the order SnCl4 > MeSnCl3 > Me2SnCl2 > Me3SnCl, often in a selective manner. Me3PbCl and Ph3PbCl specifically transfer a single methyl/phenyl group under the same reaction conditions to produce recovered yields in >75%. Specific transfer of 2 methyl groups from PbMe4 can be achieved at elevated temperatures and/or a 2:1 molar ratio Pb:Sn.
Incorporating methyl and phenyl substituted stannylene units into oligosilanes. The influence on optical absorption properties
Stella, Filippo,Marschner, Christoph,Baumgartner, Judith
, (2018/01/17)
Molecules containing catenated heavy group 14 atoms are known to exhibit the interesting property of σ-bond electron delocalization. While this is well studied for oligo- and polysilanes the current paper addresses the UV-absorption properties of small tin containing oligosilanes in order to evaluate the effects of Sn-Si and Sn-Sn bonds as well as the results of substituent exchange from methyl to phenyl groups. The new stannasilanes were compared to previously investigated oligosilanes of equal chain lengths and substituent pattern. Replacing the central SiMe2 group in a pentasilane by a SnMe2 unit caused a bathochromic shift of the low-energy band (λmax = 260 nm) of 14 nm in the UV spectrum. If, instead of a SnMe2, a SnPh2 unit is incorporated, the bathochromic shift of 33 nm is substantially larger. Keeping the SnMe2 unit and replacing the two central silicon with tin atoms causes shift of the respective band (λ = 286 nm) some 26 nm to the red. A similar approach for hexasilanes where the model oligosilane [(Me3Si)3Si]2(SiMe2)2 (λmax = 253 nm) was modified in a way that the central tetramethyldisilanylene unit was exchanged for a tetraphenyldistannanylene caused a 50 nm bathochromic shift to a low-energy band with λmax = 303 nm.
Bis(phosphino)borates: A new family of monoanionic chelating phosphine ligands
Thomas, J. Christopher,Peters, Jonas C.
, p. 5055 - 5073 (2008/10/08)
The reaction of dimethyldiaryltin reagents Me2SnR2 (R = Ph (1), p-MePh (2), m,m-Me2Ph (3), p-tBuPh (4), p-MeOPh (5), p-CF3Ph (6)) with BCl3 provided a high-yielding, simple preparative route to the corresponding diarylchloroboranes R2BCl (R = Ph (10), p-MePh (11), m,m-Me2Ph (12), p-tBuPh (13), p-MeOPh (14), p-CF3Ph (15)). In some cases, the desired diarylchloroborane was not formed from an appropriate tin reagent Me 2SnR2 (R = o-MeOPh (7), o,o-(MeO)2Ph (8), o-CF3Ph (9)). The reaction of lithiated methyldiaryl- or methyldialkylphosphines with diarylchloroboranes or dialkylchloroboranes is discussed. Specifically, several new monoanionic bis(phosphino)borates are detailed: [Ph2B(CH2PPh2)2] (25); [(p-MePh)2B(CH2PPh2)2] (26); [(p-tBuPh)2B(CH2PPh2)2] (27); [(p-MeOPh)2B-(CH2PPh2)2] (28) ; [(p-CF3Ph)2B(CH2PPh2) 2] (29); [Cy2B(CH2PPh2) 2] (30); [Ph2B(CH2P{p-tBuPh} 2)2] (31);[(p-MeOPh)2B-(CH2P{p- tBuPh}2)2] (32); [Ph2B(CH 2P{p-CF3Ph}2)2] (33); [Ph 2B(CH2P(BH3)(Me)2)2] (34); [Ph2B(CH2P(S)(Me)2)2] (35); [Ph2B(CH2P1Pr2)2] (36); [Ph2B(CH2PtBu2)2] (37); [(m,m-Me2Ph)2B(CH2PtBu 2)2] (38). The chelation of diarylphosphine derivatives 25-33 and 36 to platinum was examined by generation of a series of platinum dimethyl complexes. The electronic effects of substituted bis(phosphino)borates on the carbonyl stretching frequency of neutral platinum alkyl carbonyl complexes were studied by infrared spectroscopy. Substituents remote from the metal center (i.e. on boron) have minimal effect on the electronic nature of the metal center, whereas substitution close to the metal center (on phosphorus) has a greater effect on the electronic nature of the metal center.
Synthesis of chiral organotin reagents: Synthesis of enantiomerically enriched bicyclo[2.2.1]hept-2-yl tin hydrides from camphor. X-Ray crystal structures of (dimethyl)[(1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]tin chloride and methyl(phenyl)bis[(
Helliwell, Madeleine,Thomas, Eric J.,Townsend, Linda A.
, p. 1286 - 1296 (2007/10/03)
2-Iodo-1,7,7-trimethylbicyclo[2.2.1]hept-2-ene 27 was prepared in two steps from camphor 23. Halogen-metal exchange using butyllithium followed by addition of the appropriate tin halide gave the corresponding bicyclo[2.2.1]-hept-2-en-2-ylstannanes 26, 35-
Synthesis of biaryls using the coupling reaction of diaryldimethyltins with copper(II) nitrate
Harada, Genta,Yoshida, Masato,Iyoda, Masahiko
, p. 160 - 161 (2007/10/03)
The coupling of diaryldimethyltins with Cu(NO3)2·3H2O in THF proceeds smoothly at room temperature under ambient atmosphere to produce the corresponding biaryls in good to high yields. Diaryldimethyltins can be prepared in high yields by the reaction of aryllithiums with dichlorodimethyltin.
Arylation of organotin halides with pentaarylantimony and pentaphenylbismuth
Sharutin,Sharutina,Senchurin,Kovaleva,Shcherbakov,Gladyshev
, p. 64 - 65 (2007/10/03)
Pentaarylantimony and pentaphenylbismuth arylate oranotin halides R3SnX and R2SnX2 (R = Alk, Ar; X = Cl, Br) in toluene at room temperature to aryltin derivatives R3SnAr and R2SnArX (initial reagent molar ratio 1:1) or R2SnAr2 (2:1) in 78-95% yield.
