1256-56-0Relevant academic research and scientific papers
Tetraneophyltin and its derivatives: The effects of steric hindrance in organotin chemistry
Reichle, Walter T.
, p. 87 - 91 (1966)
Tetraneophyltin has been prepared and its chemical reactions and derivatives subjected to study. The very severe steric crowding inhibits tin-carbon bond cleavage reactions in the tetraneophyltin or chloride displacement reactions in trineophyltin chloride. By various techniques the following compounds were prepared : [C6H5C(CH3)2CH2] 3SnX: X = F, Cl, Br, I, OH, S1/2, N3, NO3, ClO4, O2CCH3, O2CCF3, O2CH. The fluoride is a low-melting, hydrocarbon-soluble derivative; the acetate, formate, and perfluoroacetate have normal ester carbonyl absorptions (1650-1700 cm.-1). The nitrate and perchlorate are both bidentate ligands attached to five-coordinate tin atoms; all other derivatives have four-coordinate tin atoms. Neither the hydrosulfide nor the oxide (X = SH, O1/2) could be prepared. The infrared, nuclear magnetic resonance, and M?ssbauer spectra of these compounds have been correlated.
Stereoselective hydrostannation of substituted alkynes initiated by triethylborane and reactivity of bulky triorganotin hydrides
Faraoni, María B.,Dodero, Verónica I.,Koll, Liliana C.,Zú?iga, Adriana E.,Mitchell, Terence N.,Podestá, Julio C.
, p. 1085 - 1091 (2007/10/03)
This paper reports the results obtained in a study on the radical hydrostannation of mono- and disubstituted alkynes with bulky triorganotin hydrides using triethylborane as initiator. The addition of trineophyl- (1), tris[(phenyldimethylsilyl)methyl]- (2), and 9-tripticyldimethyltin (3) hydride to eight alkynes was carried out at room temperature leading to vinylstannanes in good to excellent yields and, mostly, with complete stereoselectivity. The results obtained in a study on the relative reactivity of trineophyl- (1), tris[(phenyldimethylsilyl)methyl]- (2), 9-triptycyldimethyltin (3) hydrides, and tri-n-butyltin hydride (29) using the radical reactions between these hydrides and 6-bromo-1-hexene (28) are also reported. Full 1H-, 13C-, and 119Sn NMR characteristics are included.
Tris(2-methyl-2-phenylpropyl)stannane derivatives, (Neo)3SnX, revisited. Comparison of crystal structures of (Neo)3SnX (X = Cl, Br, I, N3, NCS and OAc)
Bomfim, Jo?o A.S.,Filgueiras, Carlos A.L.,Alan Howie,Low, John N.,Skakle, Janet M.S.,Wardell, James L.,Wardell, Solange M.S.V.
, p. 1667 - 1676 (2008/10/08)
The 1H, 13C and 119Sn NMR and far-IR spectra of tris(neophyl)stannanes, (PhCMe2CH2)3SnX, (Neo)3SnX, [1: X = F, Cl, Br, 1, N3, NCS, OSn(Neo)3 and OAc], and the crystal structures of 1 (X = Br, I, N3, NCS and OAc) are reported. The compounds 1 (X = Br, I, N3 and NCS) and the previously reported 1 (X = Cl) all contain four-coordinate tin centers, with distorted tetrahedral geometries in the solid state. In contrast, 1 (X = OAc) is five-coordinate due to the acetate group acting as a chelating ligand. With the exception of 1 (X = Cl), all the compounds have entirely molecular structures with only van der Waals forces controlling the packing of the molecules. The molecules in 1 (X = Cl), with threefold axial symmetry, are packed head to tail in rows with weak C-H···Cl intermolecular contacts.
