Synthesis and structure of β-tellurovinylcarbonyl compounds

Synthesis and structure of N-arylimines of β-tellurocyclohexenals with the intramolecular coordination N→Te bonds

“…Synthesis of b-tellurocyclohexenals and their Narylimines b-(Methyltelluro)cyclohexenal 10a was prepared in 54% yield using the previously described method of coupling b-chlorocyclohexenal with lithium methyltellurolate generated by the reaction of methyl lithium and elemental tellurium in tetrahydrofuran [6,25]. When lithium methyltellurolate was substituted in this reaction by lithium 4-ethoxyphenyltellurolate prepared by the reduction of di-(p-ethoxyphenyl) ditelluride by lithium in tetrahydrofuran in the presence of catalytic amounts of naphthalene, b-(p-ethoxyphenyltelluro)cyclohexenal 10b [6,26] was obtained in 37% yield.…”

“…Synthesis of b-tellurocyclohexenals and their Narylimines b-(Methyltelluro)cyclohexenal 10a was prepared in 54% yield using the previously described method of coupling b-chlorocyclohexenal with lithium methyltellurolate generated by the reaction of methyl lithium and elemental tellurium in tetrahydrofuran [6,25]. When lithium methyltellurolate was substituted in this reaction by lithium 4-ethoxyphenyltellurolate prepared by the reduction of di-(p-ethoxyphenyl) ditelluride by lithium in tetrahydrofuran in the presence of catalytic amounts of naphthalene, b-(p-ethoxyphenyltelluro)cyclohexenal 10b [6,26] was obtained in 37% yield. In a similar way, the reaction of b-chlorocyclohexenal with lithium telluride affords di-(2-formylcyclohexen-1-yl) telluride in 60% yield [6,26], which reacts with p-toluidine to give the diimine 13 b-(Dimethyltelluronium)cyclohexenal perchlorate 12 was prepared in 91% yield by treatment of the aldehyde 10a with an equivalent amount of methyl iodide and silver perchlorate.…”

“…Intramolecular and intermolecular interactions of this type define the preferred conformations of organochalcogen compounds, the secondary and tertiary structure of many biologically important compounds such as thiazole and selenazole nucleosides [3] and angiotensin II receptor antagonists [4], the crystal structure and packing features of organic and inorganic chalcogen-containing compounds [1,2,5] and their chemical reactivity [1,6]. Special attention has been given to the intramolecular coordination O(N) !…”

Five-, six- and eight-membered tellurium-containing heterocycles with vicinal Te, O and Te, N heteroatoms

“…We have found that β-bromotellurenylvinylaldehydes Preparation of the compounds 20 is difficult, 7,8 however the readily accessible β-methyldibromotellurovinylaldehydes 22 have been found to be useful precursors of isotellurazoles. By bubbling ammonia through benzene solutions of the tellurium dibromides 22 isotellurazoles 2a,b were obtained in about 70% yields.…”

Synthesis, characterization, and computational study of some new organotellurium compounds containing azomethine groups

“…The ability of β-bromotellurenylvinylaldehydes [8][9][10][11] and monohalotellurobenzaldehydes [12] to form Schiff bases enabled this methodology to synthesize a wide range of organotellurium compounds containing CH N groups [12]. Such compounds were used as precursors or proposed as intermediates for the synthesis of heterocyclic tellurium compounds, such as 5H-1.2-oxatelluroles and their benzo analogs, isotellurazoles, 1,2,3-telluradiazines, 1,2,6-oxatellurazocines, and other related tellurium heterocycles [8].…”