Quantum-chemical study of reaction mechanism between tris(2-hydroxyethyl)ammonium fluoride and tetraethoxysilane

DFT(B3LYP) analysis of thermodynamic stability of tris(2-hydroxyethyl)ammonium fluoride was carried out and its possible isomeric structures were localized. The potential surface of interaction of the found isomeric forms with tetraethoxysilanes was studied. Optimal gradient channel of formation of 1-fluorosilatrane was localized.     

Crystal and molecular structure of N-methyl-bis(2-hydroxyethyl)ammonium (4-chlorphenylsulfonyl)acetate

By X-ray diffraction the crystal and molecular structure of N-methyl-bis(2-hydroxyethyl)ammonium (4-chlorphenylsulfonyl)acetate 4-ClC₆H₄SO₂CH₂COO^?·CH₃N⁺H(CH₂CH₂OH)₂ synthesized by the interaction of (4-chlorphenylsulfonyl)acetic acid with N-methyl-bis(2-hydroxyethyl)amine is studied.     

Crystal and molecular structure of iodoprotatrane: Tris(2-hydroxyethyl)ammonium iodide

By X-ray diffraction the crystal and molecular structure of iodoprotatrane (tris(2-hydroxyethyl)ammonium iodide I[HN(CH₂CH₂OH)₃]⁺ (IP) at 120 K and 293 K is determined. The IP cation, as in all protatranes, has the endo conformation. The N-H bond is surrounded by three CH₂CH₂OH groups. The stability of this configuration is explained by the intramolecular trifurcated inductive interaction with three oxygen atoms through the space of the nitrogen atom. In the IP crystal packing, each iodine anion is linked by three strong OH...I (2.63 Å) and three weak I...H (3.13 Å) hydrogen bonds with six cations from the CH₂N group. This indicates a greater nucleophilicity of the iodine atom.     

A new synthesis and crystal structure of n-(2-hydroxyethyl)succinimide

N-(2-Hydroxyethyl) succinimide was formed with 80 % yield in the reaction of 2-oxazolidinone with succinic anhydride at 210° C instead of polyesteramides obtained from N-substituted 2-oxazolidinones. The identification based on the crystal structure determination.     

The crystal and molecular structure of tris[(triphenylstannyl)methyl]methane

The title compound, C₅₈H₅₂Sn₃, belongs to the triclinic space group P$\text{1}$, with a 10.165, b 13.365, c 18.670 Å, α 96.28, β 93.88, γ 103.15°, V = 2443.8 ų, f_w = 1105.1, Z = 2, D_calc 1.501 g cm^?3, m.p. 206.5–208°C, λ(Mo-K_$\text{α}$) 0.71069 Å. The structure was refined on 2684 nonzero reflections to an R factor of 0.044. The crystal contains molecules in which the (SnCH₂)₃CH core possesses an approximate C₃ symmetry. The three SnC(H₂) bonds are gauche to the C(4)-H bond. Repulsive interactions involving the bulky Ph₃Sn substituents lead to large SnC(H₂)C(H) angles (av. 117.3°), whereas the C(H₂)C(H)C(H₂) angles at the tertiary carbon average 111.3°. Little distortion of the Ph₃Sn groups themselves is present, since the PhSnPh angles (av. 109.8°) are almost equal to the C(H₂)SnPh angles (av. 109.9°). The molecule as a whole has no symmetry because the aromatic rings in the three Ph₃Sn groups have different orientations. The phenyl groups create a pocket in the middle of the molecule which encloses and shields the tertiary hydrogen atom. The resulting inaccessibility of this hydrogen accounts in part for the low reactivity of the title compound in redox reactions.     

Chloromethylated polystyrene reaction with tris(2-hydroxyethyl)amine. I. Crosslinked polymers prepared by chloromethylated polystyrene with tris(2-hydroxyethyl)amine

A multifunctional crosslinked polymer resulted from a chloromethylated polystyrene reaction with tris(2-hydroxyethyl)amine. A benzyl chloride reaction (chosen as a structural unit model) with tris(2-hydroxyethyl)amine was investigated to explain the reasons for the crosslinking. Amino-ethers and tris(2-hydroxyethyl)amine hydrochloride in addition to ammonium quaternary salt were isolated from this reaction. The formation of amino-ethers proved that an ammonium quaternary salt rearrangement also takes place during the quaternization reaction. This rearrangement leads to chloromethylated polystyrene during its reaction with tris(2-hydroxyethyl)amine.     

Tris(2-hydroxyethyl)ammonium salts: 2,8,9-Trihydroprotatranes

New method of synthesis of tris(2-hydroxyethyl)ammonium salts, 2,8,9-trihydroprotatranes X-[HN(CH₂CH₂OH)₃]⁺, based on the reaction of tris(2-hydroxyethyl)amine (triethanolamine) with ammonium salts NH₄X (X = F, Cl, Br, I, NO₃, ClO₄) was developed. ¹H, ¹³C, ¹⁵N NMR and IR spectra of these protatranes were investigated, as well as those of their analogs with X = RCH₂COO (R = H; 2-MeC₆H₄O; 2-Me-4ClC₆H₃O; 2-MeC₆H₄S; 4-ClC₆H₄S; 4-ClC₆H₄SO₂; 3-IndS; 3-(PhCH₂-IndS) prepared from the corresponding acids RCH₂COOH and triethanolamine. The parameters of IR and NMR spectra of the studied protatranes were governed by the nature of substituent X, which also determined the character of the intra and intermolecular hydrogen bonds NH⋯O and OH⋯O in the protatrane framework.     

Synthesis and crystal structure of an imidazolate-bridged dicopper tris(2-aminoethyl)amine complex

The [Cu(tren)(Im)Cu(tren)](ClO4)3·MeCN complex [tren=tris(2-aminoethyl)amine; Im=imidazolate anion] has been synthesized and characterized spectrally. The X-ray crystal structure analysis reveals that the imidazolate anion serves as a bridge to form a noncentrosymmetric dimeric structure in the complex. The co-ordination geometry about each copper(II) ion is a distorted trigonal bipyramid with three primary amine groups of the tren ligand forming the equatorial plane. The tertiary amine group and the imidazolate anion are in the axial positions. This revised version was published online in June 2006 with corrections to the Cover Date.     

Direct synthesis of 1-organylsilatranes from organyltrichlorosilanes and tris(2-hydroxyethyl)amine

A direct method of synthesis of 1-organylsilatranes by the reaction of organyltrichlorosilanes with tris(2-hydroxyethyl)amine was developed. 1-Organylsilatranes RSi(OCH₂CH₂)₃N with R = Me, Et, Ph, ClCH₂, ICH₂, Cl(CH₂)₃ were prepared by this method in up to 72% yield.     

Reaction of tris(2-hydroxyethyl)amine hydrochloride with zinc diacetate and bis(2-methylphenoxy)acetate

Reaction of tris(2-hydroxyethyl)amine hydrochloride Cl⁻ N⁺H(CH₂CH₂OH)₃ with zinc diacetate and bis(2-methylphenoxy)acetate in the molar ratio 2: 1 results in complexes 2[Cl⁻ N⁺H(CH₂CH₂OH)₃]^· Zn (OCOR)₂ (I, II) R= Me (I), 2-MeC₆H₄OCH₂ (II), which contain two protatrane cations linked with zinc diacylate by two coordination bonds HO → Zn. Complexes I and II are also formed by the reaction of the corresponding tris(2-hydroxyethyl)amine hydrochloride acylate RCOO⁻N⁺H(CH₂CH₂OH)₃ with ZnCl₂. The structure of complexes I, II is proved by elemental analysis, IR and ¹H, ¹³C, ¹⁵N NMR spectroscopy.     

Synthesis and Pharmacological Activity of Tris(2-hydroxyethyl)ammonium 4-Chlorophenylsulfonylacetate

Russian Journal of Applied Chemistry - Methods for the synthesis of 4-chlorophenylsulfonylacetic acid and its tris(2-hydroxyethyl)ammonium salt (“sulfacetamine”) were studied. The...