342371-85-1Relevant academic research and scientific papers
Hypercoordinated organotin(IV) compounds containing C,O- and C,N- chelating ligands: Synthesis, characterisation, DFT studies and polymerization behaviour
Khan, Aman,Pau, Jeffrey,Loungxay, Julie,Magobenny, Timbila,Wylie, R. Stephen,Lough, Alan J.,Foucher, Daniel
, (2019/09/12)
A series of 2-methoxymethyl tetraorganotins [2-(MeOCH2)C6H4]SnR3 (21: R = Ph; 22: R = n-Bu; 23: R = Me), diorganotin chlorides [2-(MeOCH2)C6H4]R2SnCl (24: R = Ph; 25a, 25b: R = n-Bu), monoorganotin dichlorides [2-(MeOCH2)C6H4]RSnCl2 (26: R = Ph; 27: R = n-Bu; 28: R = Me) and the tin trichloride [2-(MeOCH2)C6H4]SnCl3 (29) were successfully prepared from the reaction of the organolithium, [2-(MeOCH2)C6H4]Li, and the appropriate chlorostannane. Similarly, a series of dimethylamino stannanes including the tetraorganotin [2-(Me2NCH2)C6H4]SnPh3 (30), the diorganotin halides [2-(Me2NCH2)C6H4]Ph2SnX (34: X = Cl; 35: X = Br), dichlorides [2-(Me2NCH2)C6H4]RSnCl2 (38: R = Ph; 39: R = n-Bu; 40: R = Me) and the tribromide [2-(Me2NCH2)C6H4]SnBr3 (37) were prepared by reaction of the appropriate organochlorostannane and the organolithium [2-(Me2NCH2)C6H4]Li followed by selective halogenations in the case of 34–37. 2-Methoxymethyl and dimethylamino diorganotin dichlorides (27, 28 and 39, 40) were hydrogenated with LiAlH4 to produce new 2-methoxymethyl [2-(MeOCH2)C6H4]RSnH2 (41: R = n-Bu; 42: R = Me) and dimethylamino [2-(Me2NCH2)C6H4]RSnH2 (44: R = n-Bu; 45: R = Me) dihydrides. X-ray structure determination of 30 revealed a nearly tetrahedral stannane, while structural analysis of 24, 29 and 40 display distorted trigonal bipyramidal geometry at Sn with Cl trans to the datively coordinated heteroatom. A selection of DFT methods were assessed for accuracy in predicting the solid-state geometries of the hypercoordinate Sn complexes. Catalytic dehydrocoupling of C,O- (41) and C,N- (44) diorganotin dihydrides was explored using Wilkinson's catalyst at RT leading to the recovery of modest molecular weight polymers (52: Mw = 3.03 × 104 Da, PDI = 1.4, 53: Mw = 3.1 × 104 Da, PDI = 1.86). The new rigid polymers were isolated in moderate (52: 65%) and low yields (53: 18%) and were found to be amorphous by DSC.
Tri- and diorganostannates containing 2-(N,N-dimethylaminomethyl)phenyl ligand
?vec, Petr,?erno?ková, Eva,Padělková, Zdeňka,R??i?ka, Ale,Hole?ek, Jaroslav
, p. 2475 - 2485 (2010/11/16)
The C,N-chelated tri and diorganotin(IV) chlorides react with both protic mineral acids and carboxylic acids. The nitrogen atom of the LCN ligand (where LCN is 2-(dimethylaminomethyl)phenyl) is thus quarternized - protonated and new Sn-X bond (X = Cl, Br, I or the remainder of the starting acid used) is simultaneously formed. The set of zwitterionic tri and diorganostannates containing protonated 2-(dimethylaminomethyl)phenyl-moiety was prepared and structurally characterized by multinuclear NMR spectroscopy and XRD techniques. In all these cases, the intramolecular N-H?X bond is present in the molecule. Despite the central tin atom remains five-coordinated (except for the [HLCNH]+[(n-Bu)2SnCl(NO 3)2]-) and reveals a distorted trigonal bipyramidal geometry, the 119Sn NMR chemical shift values of these zwitterionic stannates are somewhat shifted to the higher field than corresponding starting C,N-chelated tri and diorganotin(IV) halides. Reactions of C,N-chelated organotin(IV) halides with various Lewis acids are also discussed.
Monomeric triorganotin(IV) fluorides containing a C,N-chelating ligand
Bares, Josef,Novak, Petr,Nadvornik, Milan,Jambor, Roman,Lebl, Tomas,Cisarova, Ivana,Ruzicka, Ales,Holecek, Jaroslav
, p. 2967 - 2971 (2008/10/09)
The set of four triorganotin(IV) fluorides of general formula {2-[(CH 3)2NCH2]C6H4}R 2SnF, where R is Me (5), n-Bu (6), t-Bu (7), and Ph (8), respectively, has been prepared and characterized using NMR and ESI-MS techniques. The structures of crystalline compounds 5 and 8 were determined using X-ray methods. All compounds are monomeric both in solution using different solvents and in the solid state. The tin central atom is five-coordinated with all carbon atoms in equatorial positions and fluorine and nitrogen, from the intramolecularly coordinated dimethylamino group, in the axial positions of the distorted trigonal bipyramid. The ability of compounds 6 and 8 to perform fluorination of organometallic chlorides was tested on titanocene dichloride. A quantitative yield of Cp2TiF2 was obtained.
Hypervalent organotin(IV) derivatives containing [2-(Me2NCH2)C6H4]Sn moieties. Competition between nitrogen and chalcogen atoms for coordination to the metal centre
Varga, Richard A.,Schuermann, Markus,Silvestru, Cristian
, p. 161 - 167 (2007/10/03)
[2-(Me2NCH2)C6H4]SnPh2Cl (1) was prepared by reacting Ph2SnCl2 with [2-(Me2NCH2)C6H4]Li in toluene. The reactions of (1) with the ammonium salt of the appropriate thiophosphinato ligand in 1:1 molar ratio afford the isolation of [2-(Me2NCH2)C6H4]SnPh2L [L=S(S)PPh2 (2), O(S)PPh2 (3)] as white crystalline solids. The molecular structure of 1-3 was determined by single-crystal X-ray diffraction. Their crystals contain monomeric units with the metal atom exhibiting a distorted trigonal bipyramidal coordination environment. The SnC3 moiety is almost planar. The N atom of the pending CH2NMe2 arm is strongly coordinated to the metal centre (Sn(1)-N(1) 2.519(2), 2.548(3), 2.481(2) ? for 1, 2 and 3, respectively), trans to the Cl, O or S atoms (N(1)-Sn(1)-Cl(1) 170.49(6)°, N(1)-Sn(1)-S(1) 169.06(8)°, N(1)-Sn(1)-O(1) 168.58(8)°, respectively). The S atom double bonded to phosphorus is not involved in intra- or intermolecular coordination to tin.
