81609-31-6Relevant academic research and scientific papers
Telluroxide Elimination by Oxidation of Alkyl Aryl Tellurides: Remarkable Effect of Added Triethylamine
Nishibayashi, Yoshiaki,Komatsu, Naoki,Ohe, Kouichi,Uemura, Sakae
, p. 1133 - 1138 (2007/10/02)
Treatment of various alkyl phenyl tellurides with 1-2 mol equiv. of m-chloroperbenzoic acid in diethyl ether in the presence of triethylamine at 25 deg C for 2 h affords the corresponding alkenes highly selectively in fair to good yields.From stereochemical studies using erythro- and threo-phenyl 3-phenylbutan-2-yl tellurides as substrates it was revealed that although Et3N partly faciliates E2 elimination of the telluroxide, the main reaction course is the telluroxide syn-elimination (Ei elimination).Without the addition of Et3N the elimination was quite slow in many cases, and in fact the compounds derived from the addition of m-chlorobenzoic acid to tetradecyl and cyclohexyl phenyl telluroxides were isolated, the pyrolysis (ca. 250 deg C) of which afforded tetradec-1-ene and cyclohexene, respectively.A 2-pyridyltelluro moiety was revealed for the first time to be a better leaving group than a phenyltelluro moiety in telluroxide elimination.
Nucleophilic Reactions of Acetals, Alkyl Sulfonates, and Oxiranes with Diisobutylaluminum Benzenetellurolate
Sasaki, Kazuaki,Mori, Toshiharu,Doi, Yoshitaka,Kawachi, Akinori,Aso, Yoshio,et al.
, p. 415 - 418 (2007/10/02)
Diisobutylaluminum benzenetellurolate was proved to be an effective nucleophilic reagent toward acetals, alkyl sulfonates, and oxiranes to give the corresponding tellurides.These reactions showed the characteristics of an SN2 type.When the substitution reactions were sterically hindered, olefins and allylic alcohols were obtained from alkyl sulfonates and oxiranes, respectively.
