Preparation and X-ray structure analysis of 1,1,5,5,9,9-hexachloro-1,5,9-tritelluracyclododecane (Cl6([12]aneTe3)) and its redox behavior

Yutaka Takaguchi, Ernst Horn, Naomichi Furukawa

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

The first synthesis and structure determination of 1,1,5,5,9,9-hexachlorotritelluracyclododecane (1), a monocyclic multitellurium moiety which is composed of three hypervalent tellurium(IV) atoms, along with redox studies were presented. The pyrolysis of ditellurane (2) in dimethylformamide at 160 °C afforded the ring-expansion products 1, Cl6([12]aneTe3), in 44% yield. The structure of 1 was determined by X-ray diffraction analysis. Each tellurium atom is involved in four bonding contacts, and with the lone pair of electrons the central atoms exhibit a trigonal bipyramidal geometry (TBP). The more electronegative chloride atoms are located in the apical positions, while the lone pair and the two alkyl carbons are in the equatorial position. Compound 1 (1 equiv) reacted with thiophenol (6 equiv) in the presence of triethylamine in dimethyl sulfoxide (DMSO) under an Ar atmosphere at 50 °C for 10 min to give neutral 1,5,9-tritelluradodecane (3), [12]aneTe3, in 90% yield. Compound 3 reacted with Cl2 in CH2Cl2 at room temperature to afford the tris(tellurane) 1 in quantitative yield. The results described herein show a new type of chlorine adduct of a telluromacrocycle, as organotellurium compounds consisting of three hypervalent telluriums are hitherto unknown.

Original languageEnglish
Pages (from-to)5112-5115
Number of pages4
JournalOrganometallics
Volume15
Issue number24
Publication statusPublished - Nov 26 1996
Externally publishedYes

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Tellurium
X rays
Atoms
preparation
tellurium
atoms
x rays
Dimethylformamide
Chlorine
Dimethyl Sulfoxide
X ray diffraction analysis
adducts
pyrolysis
chlorine
Chlorides
Pyrolysis
Carbon
chlorides
atmospheres
expansion

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry

Cite this

Preparation and X-ray structure analysis of 1,1,5,5,9,9-hexachloro-1,5,9-tritelluracyclododecane (Cl6([12]aneTe3)) and its redox behavior. / Takaguchi, Yutaka; Horn, Ernst; Furukawa, Naomichi.

In: Organometallics, Vol. 15, No. 24, 26.11.1996, p. 5112-5115.

Research output: Contribution to journalArticle

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abstract = "The first synthesis and structure determination of 1,1,5,5,9,9-hexachlorotritelluracyclododecane (1), a monocyclic multitellurium moiety which is composed of three hypervalent tellurium(IV) atoms, along with redox studies were presented. The pyrolysis of ditellurane (2) in dimethylformamide at 160 °C afforded the ring-expansion products 1, Cl6([12]aneTe3), in 44{\%} yield. The structure of 1 was determined by X-ray diffraction analysis. Each tellurium atom is involved in four bonding contacts, and with the lone pair of electrons the central atoms exhibit a trigonal bipyramidal geometry (TBP). The more electronegative chloride atoms are located in the apical positions, while the lone pair and the two alkyl carbons are in the equatorial position. Compound 1 (1 equiv) reacted with thiophenol (6 equiv) in the presence of triethylamine in dimethyl sulfoxide (DMSO) under an Ar atmosphere at 50 °C for 10 min to give neutral 1,5,9-tritelluradodecane (3), [12]aneTe3, in 90{\%} yield. Compound 3 reacted with Cl2 in CH2Cl2 at room temperature to afford the tris(tellurane) 1 in quantitative yield. The results described herein show a new type of chlorine adduct of a telluromacrocycle, as organotellurium compounds consisting of three hypervalent telluriums are hitherto unknown.",
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