2847-58-7Relevant academic research and scientific papers
On the structural diversity of [K(18-crown-6)EPh3] complexes (E = C, Si, Ge, Sn, Pb): Synthesis, crystal structures and NOESY NMR study
Kleeberg, Christian
supporting information, p. 8276 - 8287 (2013/07/28)
A series of homologous potassium triphenylelement complexes [K(18-crown-6)EPh3] 6a-e of group 14 elements (E = C, Si, Ge, Sn, Pb) was synthesised by alkoxide induced heterolytic cleavage of boron-element compounds. The complexes 6a-e are isolated as storable solids possibly useful as sources of nucleophilic [EPh3]- moieties. The solid state structures of 6a-e were established by X-ray crystal structure determination. Whilst all structures can be described as polymeric chains consisting of alternating [K(18-crown-6)]+ and [EPh3]- units, the interaction within each chain varies systematically with the coordination properties of E. For Si and Ge, classical E-K coordination along with secondary phenyl-K interactions are characteristic, whilst for Sn and Pb, potassium coordination via the phenyl π-system is observed due to inefficient coordination by the free electron pair localised in an 'inert' s-orbital. The carbon derivative is exceptional as the central sp2-hybridised carbon atom gives rise to extensive charge delocalisation and coordination via these partially charged π-systems. A 1H-1H NOESY NMR spectroscopic study in THF-d8 suggests appreciable anion/cation interactions for Si to Pb and hence the presence of contact ion pairs.
Synthesis and characterization of configurationally stable diorganotin(IV) complexes with tin as a chiral centre
Knoll, Susanne,Tschwatschal, Frank,Gelbrich, Thomas,Ristau, Thomas,Borsdorf, Rolf
, p. 1959 - 1967 (2008/10/09)
Contrary to the high optical stability of tetraorganotin compounds most heteroleptic organic tin compounds are configurationally instable. We report the synthesis and the characterization of some new enantiomeric and diastereomeric diorganotin(IV) complexes of stable configuration with tin as a chiral centre. The stabilization of the chiral tin atom was realized by complexation with tridentate diacidic esterhydrazone ligands H2L, which prevent an interconversion at the stereogenic centre. Multinuclear NMR-studies in solution demonstrate, that the configuration of the chiral tin center is configurationally stable up to 160°C. The molecular structure of the complexes Neophyl-phenyl-tin-2[(2-methyl-mercaptothiocarbonyl)-hydrazono]propionate IIb and (2-Methyl-butyl-1-yl)-phenyl-tin-[S-methyl-β-N-(2-salicylmethylidene) thiocarbazate] IIIg have been determined by single crystal X-ray diffraction analysis.
Synthesis of asymmetrical aryl-tin compounds by cleavage of alkyl-tin bonds with sodium metal in liquid ammonia followed by SRN1 reactions with chloroarenes
Yammal, Carlos C.,Podesta, Julio C.,Rossi, Roberto A.
, p. 1 - 8 (2007/10/03)
One methyl-tin bond was selectively cleaved from aryltrimethyltin compounds by sodium metal in liquid ammonia. The triorganylstannyl anions thus obtained are arylated by chloroarenes by means of photostimulated SRN1 reactions. Such reactions ca
Preparation of benzylstannanes by zinc-mediated coupling of benzyl bromides with organotin derivatives. Physicochemical characterization and crystal structures
Marton, Daniele,Russo, Umberto,Stivanello, Diego,Tagliavini, Giuseppe,Ganis, Paolo,Valle, Giovanni Carlo
, p. 1645 - 1650 (2008/10/08)
Benzyltrialkyl- (1-13) and benzyltriphenylstannanes (16-22) have been easily prepared in a one-pot synthesis via coupling reaction of benzyl bromide derivatives (C6H5CH2Br and XYC6H3CH2Br, X = H, Y = o-, m-, p-CH3, o-, m-, p-F, o-, m-Cl, and p-Br; X = o-F, Y = p-Br) with R3SnCl compounds (R = Et, Pr, Bu, and Ph) in THF/H2O (NH4Cl) medium mediated by zinc powder. Such coupling also occurs with (Bu3Sn)2O. Dibenzyldibutylstannane (15) is prepared by reaction of benzyl bromide with Bu2SnCl2 or (Bu2SnCl)2O, and (2-naphthylmethyl)tributylstannane (14) by reaction of 2-(bromomethyl)naphthalene with Bu3SnCl. 13C-and 119Sn-NMR data are reported for all compounds, and M?ssbauer data for benzyltributylstannanes 10 and 11 and benzyltriphenylstannanes 16-18 and 20-22. The crystal structures of Ph3SnBn, with Bn = o- (17) and m-ClC6H4CH2 (18) and o- (20) and m-FC6H4-CH2 (21) have been determined.
