Issue 29, 2019

Oxidation behavior of intramolecularly coordinated unsymmetrical diorganotellurides: isolation of novel tetraorganoditelluronic acids, [RR′Te(μ-O)(OH)2]2

Abstract

The oxidation reaction of unsymmetrical diorganotellurides, namely, bis[2-{(dimethylamino)methyl}aryl]tellurides [aryl = phenyl (6), 2-methylphenyl (7), 2,6-dimethylphenyl (8) and 2,6-diisopropylphenyl (9)] with meta-chloroperbenzoic acid afforded the first examples of tetraorganoditelluronic acids, [RR′Te(μ-O)(OH)2]2, where R = 2-NMe2CH2C6H4, R′ = C6H5 (10), 2-MeC6H4 (11), 2,6-MeC6H3 (12) and 2,6-iPrC6H3 (13). The structures of tetraorganoditelluronic acids 10–13 were authenticated by single crystal X-ray diffraction studies. From the molecular structures of 10–13, it was observed that the sp3 N-donor atoms, which were initially involved in intramolecular Te⋯N bonding interactions in diorganotellurides 6–9, did not interact with the tellurium atoms in tetraorganoditelluronic acids 10–13. The 125Te chemical shifts for 10–13 were considerably downfield shifted as compared with the values observed for the corresponding tellurides 6–9. The relative stabilities of the tetraorganoditelluronic acids 10–13 with respect to their lighter analogues (S and Se) have been assessed using DFT calculations.

Graphical abstract: Oxidation behavior of intramolecularly coordinated unsymmetrical diorganotellurides: isolation of novel tetraorganoditelluronic acids, [RR′Te(μ-O)(OH)2]2

Supplementary files

Article information

Article type
Paper
Submitted
09 mai 2019
Accepted
03 juin 2019
First published
06 juin 2019

Dalton Trans., 2019,48, 10979-10985

Oxidation behavior of intramolecularly coordinated unsymmetrical diorganotellurides: isolation of novel tetraorganoditelluronic acids, [RR′Te(μ-O)(OH)2]2

A. Gupta, R. Deka, A. Sarkar, H. B. Singh and R. J. Butcher, Dalton Trans., 2019, 48, 10979 DOI: 10.1039/C9DT01926J

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