Selvakumar, K. ; Singh, Harkesh B. ; Goel, Nidhi ; Singh, Udai P. (2011) Methyl ester function: an intramolecular electrophilic trap for the isolation of aryltellurenyl hydroxide and diorganotellurium dihydroxide Organometallics, 30 (14). pp. 3892-3896. ISSN 0276-7333
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Official URL: http://pubs.acs.org/doi/abs/10.1021/om2001553
Related URL: http://dx.doi.org/10.1021/om2001553
Abstract
The formation of an aryltellurenyl hydroxide analogue proposed in the telluroxide elimination reaction has been studied. The reaction of the monotelluride dimethyl 5-tert-butyl-2-(butyltellanyl)isophthalate (6) with H2O2 afforded the corresponding aryldiacyloxy-n-butyltellurane (8). The reaction of 6 with oxygen in the presence of moisture resulted in the formation of 8 as the major product along with traces of dimethyl 5-tert-butyl-2-(butyltellurinyl)isophthalate (7) and methyl 5-tert-butyl-3-oxo-3H-benzo[c][1,2]oxa tellurole-7-carboxylate (9). The telluroxide intermediate 7 readily undergoes a facile elimination reaction to give the elusive aryltellurenyl hydroxide, which is immediately trapped by the adjacent methyl ester functionality to give the cyclic tellurenate ester 9. Similarly, the hydrolysis of 7 with H2O affords the corresponding dihydroxytellurane 10, which is immediately converted to tellurane 8. Both compounds 8 and 9 have been characterized by single-crystal X-ray crystallographic studies.
Item Type: | Article |
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Source: | Copyright of this article belongs to American Chemical Society. |
ID Code: | 47554 |
Deposited On: | 11 Jul 2011 13:46 |
Last Modified: | 23 Jun 2012 09:12 |
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