32294-58-9Relevant articles and documents
Synthesis, characterization, and ligand behaviour of a new ditelluroether (C10H7)Te(CH2)4Te(C10H7) and the concurrently formed ionic [(C10H7)Te(CH2)4]Br
Poropudas, Merja J.,Rautiainen, J. Mikko,Oilunkaniemi, Raija,Laitinen, Risto S.
, p. 17206 - 17215 (2016)
The reaction of 1-naphthyl bromide with n-butyl lithium, elemental tellurium, and 1,4-dibromobutane in THF affords both (C10H7)Te(CH2)4Te(C10H7) (1) and [(C10H7)Te(CH2)4]Br (2) in good yields. 1 is preferentially formed at low temperatures and is a rare example of a structurally characterized ditelluroether in which the tellurium atoms are bridged by a hydrocarbon chain. In the solid state, 1 shows secondary bonding Te?Te interactions, which connect the molecules into layers which are further linked to 3-dimensional frameworks by Te?H hydrogen bonds. [(C10H7)Te(CH2)4]Br (2) is formed concurrently during the synthesis of 1 and is the main product, when the reaction is carried out at room temperature. The revPBE/def2-TZVPP calculations of the reaction profiles indicate that the formation of 2 is somewhat more favourable than that of 1. Furthermore, at room temperature the activation energy for the formation of 2 is lower than that of 1. At low temperatures the activation energy of the reaction leading to 1 is lower than that to 2, which is consistent with the synthetic observations. When 1 was treated with CuBr, [Cu2(μ-Br)2{μ-(C10H7)Te(CH2)4Te(C10H7)}2] (3) was formed. It crystallizes as two polymorphs (3a) and (3b) in which both the packing and the conformation of the ditelluroether ligands are different. The reaction of 1 with HgCl2 produces [(C10H7)Te(CH2)4]2[HgCl4]·CH2Cl2 (4·CH2Cl2) and that of 1 with CuCl2 affords [(C10H7)Te(CH2)4]Cl (5). 2 and 5 are isomorphous.
Bis(1-naphthyl) ditelluride
Lang, Ernesto Schulz,Burrow, Robert Alan,Silveira, Edson Tarabal
, p. o397-o398 (2002)
The title compound, C20H14Te2, shows a transoid conformation, with a C-Te-Te-C torsion angle of 97.96 (9). The Te-Te units show approximate η6 interactions with neighbouring naphthyl groups, forming chains along the c axis. The molecule lies about a crystallographic twofold axis.
Piperidin-1-ylamidomethyltellurium derivatives: Synthesis and solid state structures
Khan, Mariya,Misra, Shafalika,Srivastava, Ramesh C.,Chauhan, Ashok K.S.,Duthie, Andrew,Butcher, Ray J.
, p. 209 - 214 (2017/04/06)
Oxidative insertion of low valent tellurium, Te(0) and Te(II), into the C–Br bond of α-bromoacetylpiperidine proceeds readily under mild conditions and provides a direct synthetic route to stable, crystalline piperidin-1-ylamidomethyltellurium(IV) dibromides, (C5H10NCOCH2)2TeBr2, 1b and (C5H10NCOCH2)ArTeBr2 (Ar?=?2,4,6-Me3C6H2, 2b; 1-C10H7, 3b; 4-MeC6H4, 4b). While the bisulfite reduction of 1b affords a yellow coloured telluroether, (C5H10NCOCH2)2Te, 1 as an oil, that of the unsymmetrical diorganotellurium dibromides, (C5H10NCOCH2)ArTeBr2 leads to the isolation of the respective diarylditellurides, ArTeTeAr. The symmetrical telluroether, 1 adds dihalogens oxidatively to give piperidin-1-ylamidomethyltellurium(IV) dihalides, (C5H10NCOCH2)2TeX2 (X?=?Cl, 1a; Br, 1b and I, 1c;). All the new piperidin-1-ylamidomethyltellurium derivatives have been characterized by elemental and 1H, 13C, 125Te NMR spectral analyses. Single-crystal X-ray diffraction data for 1b and 1c indicated a butterfly molecular shape for the two halo analogues in which the six-member heterocyclic rings in the organic ligands retain the chair conformation of the independent piperidine molecule. The piperidin-1-yl appended organic ligand invariably results in the amido O atom being involved in an intramolecular Te O secondary bonding interaction and acts as a small-bite (C, O) chelating agent, at least in the solid state. Steric congestion around the six-coordinate Te(IV) atom and the partial positive charge on N owing to the resonating character of the N[pdbdtd]C[pdbdtd]O amido group prevents these atoms from participating in the intermolecular associative forces. Instead, the weak C–H?O and C–H?Br interactions take centre-stage in the solid state self-assembly.
α-Telluration of 2,4,6-trimethylacetophenone under mild conditions: Role of steric factor in the solid state structures of Te(II and IV) compounds
Chauhan, Ashok K.S.,Singh, Puspendra,Srivastava, Ramesh C.,Butcher, Ray J.,Duthie, Andrew
body text, p. 2118 - 2125 (2010/09/20)
Elemental tellurium inserts into the Csp3-Br bond of α-bromomesitylmethyl ketone and due to its strong carbophilic character affords the crystalline C-tellurated derivative of 2,4,6-trimethylacetophenone, (MesCOCH2)2TeBr2, 1b in over 80% yield. Electrophilic substitution of the parent ketone with aryltellurium trichlorides, at room temperature, gives nearly quantitative yields of unsymmetrical alkylaryltellurium dichlorides (MesCOCH2)ArTeCl2 (Ar = mesityl, Mes, 2a; 1-naphthyl, Np, 3a; anisyl, Ans, 4a). Fairly stable mesitoylmethyltellurium(II) derivatives, (MesCOCH2)2Te, 1 and (MesCOCH2)ArTe (Ar = Mes, 2; Np, 3 and Ans, 4) obtained as the reduction products of their dihalotellurium(IV) analogues, readily undergo oxidative addition of dihalogens to afford the corresponding (MesCOCH 2)2TeX2 (X = Cl, 1a; Br 1b; I, 1c) and (MesCOCH2)ArTeX2 (X = Cl, Br, I, Ar = Mes, 2a, 2b, 2c; Np, 3a, 3b, 3c and Ans, 4a, 4b, 4c). Crystallographic structural characterization of 1, 1b, 2, 2a, 2b, 2c, 3, 3a and 4c illustrates that the steric demand of mesityl group appreciably influences primary geometry around the 5-coordinate Te(IV) atom when it is bound directly to it. It also makes the Te atom inaccessible for the ubiquitous Te?X intermolecular secondary bonding interactions that result in supramolecular structures. In the crystal lattice of symmetrical telluroether 1, an interesting supramolecular synthon based upon reciprocatory weak C-H?O H-bonding interaction gives rise to chains via self-assembly. α-Bromo-2,4,6-trimethylacetophenone adds oxidatively to Te0/TeII to give the dialkyl- or alkylarylTeIV species which on reduction afford carbonyl-functionalized telluroethers.