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http://dx.doi.org/10.5012/jkcs.2009.53.5.530

Synthesis and Spectroscopic Investigations of Some New rganotelluronium alts Based on Dicyclohexyl Telluride  

Al-Rubaie, Ali Z. (Department of Chemistry, College of Science, University of Basrah)
Al-Mudhaffar, Dhafir M. H. (Department of Chemistry, College of Science, University of Basrah)
Al-Mowali, Ali H. (Department of Chemistry, College of Science, University of Basrah)
Asker, Kahtan A. (Department of Chemistry, College of Science, University of Basrah)
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Abstract
Dicyclohexyl telluride was obtained in a high yield by the reaction of cyclohexyl bromide with NaTeH(prepared in situ) in an aqueous ethanolic solution. A series of new organotelluronium salts of the general formula ${(cyclo-C_6H_11)}_2Te(R)X$ (where R = $CH_3$, X = I (1); R = $C_2H_5$, X = Br(2); R = $C_2H_5$, X = I (3); R = C_3H_5$, X = Br (4)) were prepared by the reaction of ${(cyclo-C_6H_11)}_2Te$ with the corresponding alkyl halide. Reaction of 1 with NaBPh4 gave compound 5 ( i.e. R = CH3, X = BPh4 ‒) in 78% yield. Reaction of ${(cyclo-C_6H_11)}_2Te$ with benzyl bromide and 4-bromophenacyl bromide gave unexpectedly dibenzylcyclohexyltelluronium bromide (6) and bis(4-bromophenacyl)cyclohexyltelluronium bromide (7), respectively. Reaction of 6 with NaBPh4 gave the corresponding tetraphenylborate derivative (8) in high yield. $^1H$ NMR studies revealed that in $CDCl_3$solution compound 1 eliminated alkyl halide. Conductivity, IR, $^1H\;and\;^{13}C$ NMR and thermal data for the new compounds are presented and discussed.
Keywords
Dicyclohexyl telluride; Telluronium salts; Reductive elimination; Oxidative addition; Tetraphenylborate;
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1 Klapotke, T. M.; Krumm, B.; Mayer, P.; Piotrowski, H.; Ruscitti, O. P.; Schiller, A. Inorg. Chem. 2002, 41, 1184   DOI   ScienceOn
2 McWhinnie, W. R.; Mallaki, J. Polyhedron, 1982, 1, 13   DOI   ScienceOn
3 Musa, F. H.; McWhinnie, W. R. J. Organomet. Chem. 1978, 159, 37   DOI   ScienceOn
4 Dance, N. S.; McWhinnie, W. R.; Mallaki, J.; Mirzai, Z. M. J. Organomet. Chem. 1980, 198, 131   DOI   ScienceOn
5 Al-Rubaie, A. Z.; Al-Shirayada, H. A.; Auoob, A. I. Inorg. Chim. Acta, 1988, 356, 49
6 Zakharov, A. V.; Sadekov, I. D.; Minkin, V. I. Russ. Chem. Rev. 2006, 75, 207   DOI   ScienceOn
7 Petragnani, N.; Stefani, H. A. Tellurium in Organic Synthesis, $2^{nd}$ edn. Elsevier Ltd., Netherlands, 2007
8 Lenardao, F. T.; Mendes, S. R.; Ferreira, P. C.; Perin, G.; Silveira, C. C.; Jacob, R. G. Tetrahedron Lett. 2006, 47, 7439   DOI   ScienceOn
9 Matano, Y.; Suzuki, H.; Azuma, N. Organimetallics, 1996, 15, 3760   DOI   ScienceOn
10 Zhang, J.; Koizumi, T.; Tetrahedron Asym. 2000, 11, 3323   DOI   ScienceOn
11 Russ. Chem. Rev. (Engl. Transl.), 1987, 56, 234
12 Higuchi, H.; Misumi, S. Tetrahedron Lett. 1982, 23, 5571   DOI   ScienceOn
13 Clive, D. I. J.; Anderson, P. C.; Moss, N.; Singh, A. J. Org. Chem. 1982, 47, 1641   DOI
14 Sadekov, I. D.; Rivkin, B. B.; Minkin, V. I. Usp. Khim. 1987, 56, 586
15 Al-Rubaie, A. Z.; Uemura, S.; Masuda, H. J. Organomet. Chem. 1991, 410, 309   DOI   ScienceOn
16 Rainville, D. P.; Zingaro, R. A. Inorg. Chim. Acta, 1984, 86, L33   DOI   ScienceOn
17 Al-Rubaie, A. Z.; Al-Najar, A. A.; Jassim, F. A. Basrah J. Sci. C, 1994, 12, 2
18 Hirabayashi, K.; Takedo, Y.; Shimizu, T.; Kamigata, N. Synlett. 2005, 2230
19 Hirabayashi, K.; Nara, Y.; Shimizu, T.; Kamigata, N. Chem. Lett. 2004, 33, 1280   DOI   ScienceOn
20 Al-Rubaie, A. Z.; Al-Derawi, A. K. Heteroatom Chem. 2007, 18, 93   DOI   ScienceOn
21 Al-Rubaie, A. Z.; Al-Najar, A. A.; Jassim, F. A. Inorg. Chim. Acta, 1990, 175, 181   DOI   ScienceOn
22 Al-Rubaie, A. Z.; McWhinnie, W. R.; Granger, P;Chapelle, S. J. Organomet. Chem. 1982, 234, 287   DOI   ScienceOn
23 Al-Rubaie, A. Z.; Al-Masoudi, E. A. Heteroatom Chem. 1991, 2, 417   DOI
24 Karaghiosoff, K.; Klapötke, T. M.; Krumm, B.;Ruscitti, O. P. J. Organomet. Chem. 1999, 577, 69   DOI   ScienceOn
25 Singhal, K. Indian J. Chem. 1993, 24A, 429
26 Kulkarni, Y. D.; Srivastava, S. Indian J. Chem., 1985, 32A, 542
27 Klapotke, T. M.; Krumm, B.; Mayer, P.; Piotrowski, H.; Ruscitti, O. P. Z. Anorg. Allg. Chem. 2002, 628, 229   DOI   ScienceOn