The reaction of ortho-mercurated anilines with benzaldehyde gave the ortho-mercurated Schiff bases. The reaction of the mercurated Schiff bases with tellurium tetrabromide in 1:1 and 2:1 mole ratio using dry chloroform as solvent gave the ortho-tellurated Schiff bases compounds ArTeBr₃ and Ar₂TeBr₂, respectively, in good yields (where Ar = 5-ClC₆H₃N=CHC₆H₅, 5-BrC₆H₃N=CHC₆H₅, 5-CH₃OC₆H₃N=CHC₆H₅, and 5-NO₂C₆H₃N=CHC₆H₅). The reduction of ArTeBr₃ by hydrazine hydrate gave the corresponding ditelluride (i.e., Ar₂Te₂). Treatment of Ar₂TeBr₂ with hydrazine hydrate afforded tellurides (Ar₂Te) in good yields. Attempts to prepare the corresponding aryl tellurenyl bromides, ArTeBr, by partial reduction of ArTeBr₃ with various reducing agents were unsuccessful. All these new compounds were characterized by microanalysis, ¹H, and ¹³C NMR, IR, and mass spectroscopic data. A computational study for the Te → N interactions of all compounds was calculated using the GAUSSIAN 03 program package. © 2008 Wiley Periodicals, Inc. Heteroatom Chem 19:307–315, 2008; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20437

REFERENCES

1 Rolling, P. V.; Kirt, D. D.; Dill, J. L.; Hall, S.; Holtstrom C. J Organomet Chem 1976, 116, 39.
10.1016/S0022-328X(00)87194-6
Web of Science® Google Scholar
2 Bruce, M. I.; Goodall, B. L.; Stone, F. A. A. J Chem Soc, Chem Commun 1973, 558.
10.1039/c39730000558
CAS Web of Science® Google Scholar
3 Singh, H. B.; McWhinnie, W. R. J Chem Soc, Dalton Trans 1985, 821.
10.1039/dt9850000821
CAS Web of Science® Google Scholar
4 Sadekov, I. D.; Maksimenko, A. A.; Maslakov, A. G.; Minkin, V. I. J Organomet Chem 1990, 391, 179.
10.1016/0022-328X(90)80172-V
CAS Web of Science® Google Scholar
5 Maksimenko, A. A.; Sadekov, I. D.; Maslakov, A. G.; Mehrotra, G. K.; Kompan, O. E.; Struchkov, Yu. T.; Lindeman, S. V.; Minkin, V. I. Metalloorg Khim 1988, 1, 1151.
CAS Google Scholar
6 Maksimenko, A. A.; Sadekov, I. D.; Maslakov, A. G.; Mehrotra, G. K.; Borodkin, G. S.; Kompan, O. E.; Struchkov, Yu. I.; Fedotov, M. A.; Minkin, V. I. Metallorg Khim 1989, 2, 298.
Google Scholar
7 Sadekov, I. D.; Maksimenko, A. A.; Mehrotra, G. K; Minkin, V. I. Zh Org Khim 1987, 23, 657.
CAS Web of Science® Google Scholar
8 Sadekov, I. D; Minkin, V. I. ARKiVOC 2001, 125, and references therein.
CAS Web of Science® Google Scholar
9 Sadekov, I. D.; Nivorozhkin, V. L.; Zakharov, A. V.; Minkin, V. I. Zh Org Khim 1996, 32, 1434.
CAS Web of Science® Google Scholar
10 Minkin, V. I.; Sadekov, I. D.; Zakharov, A. V.; Nivorozhkin, V. L.; Kompan, O.E.; Struchkov, Yu. T. J Organomet Chem 1997, 233, 536.
Google Scholar
11 Nivorozhkin, V. L.; Zakharov, A. V.; Sadekov, I. D.; Minkin, V. I. Zh Org Khim 2000, 36, 631.
Google Scholar
12 Abed, Y.; Al-Salim, N. I.; Greaves, M. R.; McWhinnie, W. R.; West, A. A.; Hamor, T. A. J Chem Soc, Dalton Trans 1989, 1697.
10.1039/dt9890001697
Web of Science® Google Scholar
13 Al-Salim, N. I; McWhinnie, W. R.; Hamor, T. A. J Chem Soc, Chem Commun 1989, 453.
Google Scholar
14 Al-Salim, N. I; McWhinnie, W. R.; Hamor, T. A. J Organomet Chem 1988, 356, 159.
10.1016/0022-328X(88)83085-7
Web of Science® Google Scholar
15 Sadekov, I. D.; Maksimenko, A. A.; Kompan, O. E.; Maslakov, A. G.; Struchkov, Yu. I.; Minkin, V. I. Metallorg Khim 1989, 2, 1260.
CAS Google Scholar
16 Kumar, R. P.; Singh, A. K.; Butcher, R. J.; Sharma, P.; Toscano, R. A. Eur J Inorg Chem 2004, 1107.
10.1002/ejic.200300433
CAS Web of Science® Google Scholar
17 Panda, S.; Zade, S. S.; Singh, H. B.; Wolmershäuser, G. J Organomet Chem 2005, 690, 4142.
Google Scholar
18 Ashk, K. S.; Anamika; Kumar, A.; Singh, P.; Srivastava, R. C.; Bucher, R. J.; Beckmann, J.; Duthine, A. J Organomet Chem 2006, 691, 1954.
10.1016/j.jorganchem.2006.01.034
CAS Web of Science® Google Scholar
19 Al-Rubaie, A. Z.; Al-Salim, N. I.; Al-Jadaan, S. A. N. J Organomet Chem 1993, 443, 67.
10.1016/0022-328X(93)80010-9
CAS Web of Science® Google Scholar
20 Al-Rubaie, A. Z.; Al-Jadaan, S. A. N. Appl Organomet Chem 1998, 12, 79.
10.1002/(SICI)1099-0739(199802)12:2<79::AID-AOC667>3.0.CO;2-E
CAS Web of Science® Google Scholar
21 Cocksedge, H. E. J Chem Soc 1908, 2175.
10.1039/ct9089302175
CAS Google Scholar
22 Al-Rubaie, A, Z.; Al-Derawi, A. K. Heteroatom Chem 2007, 18, 93 and references therein.
10.1002/hc.20240
CAS Web of Science® Google Scholar
23 Frisch, M. J., et. al. Gaussian, Inc., GAUSSIAN03, Revision C.02, Wallingford CT, 2004.
Google Scholar
24(a) Hay, P. J.; Wadt, W. R. J Chem Phys 1985, 82, 275;
Google Scholar
(b) Wadt, W. R.; Hay, P. J. J Chem Phys 1985, 82, 284;
10.1063/1.448800
CAS Web of Science® Google Scholar
(c) Hay, P. J; Wadt, W. R. J Chem Phys 1985, 82, 299.
10.1063/1.448975
CAS Web of Science® Google Scholar
25 Majeed, Z.; McWhinnie, W. R.; Hamor, T. A. J Organomet Chem 1997, 549, 257.
10.1016/S0022-328X(97)00531-7
CAS Web of Science® Google Scholar
26 Cozzolino, A. F.; Britten, J. F.; Vargas-Baca, I. Cryst Growth Des 2006, 6, 181.
10.1021/cg050260y
CAS Web of Science® Google Scholar
27 Cozzolino, A. F.; Vargas-Baca, I.; Mansour, S.; Mahmoudkhani, A. H. J Am Chem Soc 2005, 127, 3184.
10.1021/ja044005y
CAS PubMed Web of Science® Google Scholar
28 Chauhan, A. K. S.; Anamika; Kumar, A.; Srivastava, A. C.; Butcher, R. J. J Organomet Chem 2005, 690, 313.
10.1016/j.jorganchem.2004.09.036
CAS Web of Science® Google Scholar
29 Pauling, L. The Nature of the Chemical Bond; Cornell University Press: New York, 1960.
Google Scholar

Citing Literature

All articles

Synthesis, characterization, and computational study of some new organotellurium compounds containing azomethine groups

Abstract

REFERENCES

Citing Literature

References

Information

About Wiley Online Library

Help & Support

Opportunities

Connect with Wiley

Synthesis, characterization, and computational study of some new organotellurium compounds containing azomethine groups

Abstract

REFERENCES

Citing Literature

References

Related

Information