The Synthesis and Characterization of Picolyl Substituted Tetraaminoalkene Derivatives

Year 2012, Volume: 2 Issue: 2, 86 - 92, 30.12.2012

Beyhan Yiğit Yetkin Gök Engin Çetinkaya

Abstract

Tetraaminoalkenes were obtained by the reaction of 1,2-dipicolylimidazolinium hexafluorophosphate with potassium tert-butoxide in tetrahydrofuran. Selenourea and thiourea compounds were synthesized by the reaction of tetraaminoalkenes with selenium or sulfur in toluene. The structure of all compounds synthesized were determined by using spectroscopic techniques such as 1H-NMR, 13C-NMR, IR and elemental analyses.

Keywords

1, 3-Dialkylimidazolinium salt, tetraaminoalkenes, urea derivatives

Pikolil Sübstitüye Tetraaminoalken Türevlerinin Sentezi ve Karakterizasyonu

Abstract

1,3-Dipikolilimidazolinyum heksaflorofosfat ve potasyum ter-bütoksitin tetrahidrofuran içerisinde karıştırılmasıyla tetraaminoalkenler elde edildi. Tetraaminoalkenlerin toluen içerisinde selenyum ve kükürt ile etkileştirilmesiyle selenoüre ve tiyoüre bileşikleri sentezlendi. Sentezlenen bütün bileşiklerin yapıları 1H-NMR, 13C-NMR, IR gibi spektroskopik teknikler ve element analizi ile belirlendi.

Keywords

1, 3-dialkilimidazolinyum tuzu, tetraaminoalkenler, üre türevleri

References

• P. Brenneisen, H. Steinbrenner, H. Sies, Mol. Aspects Med., 2005, 26, 256.
• A. Bock, Selenium proteins containing selenocysteine. In: Bruce-King, R. (Ed.), Encyclopedia of Inorganic Chemistry, vol. 7. Wiley, New York, 1994, pp. 3700.
• K. C. Nicolaou, N. A. Petasis, Selenium in Natural Products Synthesis, CIS, Philadelphia, H. Takahashia, A. Nishinaa, R. Fukumotoa, H. Kimurab, M. Koketsuc, H. Ishıharad, Life Sci., 2005, 76, 2185.
• L. Yang-Wei, L. Chi-Wei, C. Huan-Tsung, J. Nanosci. Nanotech., 2006, 6, 1092.
• T. Phuong, T. Khac-Minh, N .T. Van Ha, H. T. N. Phuong, Bioorg. Med. Chem. Lett., , 14, 653. M. Özcan, I. Dehri, M. Erbil, Appl. Surf. Sci., 2004, 236, 155.
• S. E. Livingstone, in: G. Wilkinson (Ed.), Comprehensive Coordination Chemistry, vol. 2, Pergamon Press, New York, 1987.
• D. Fregona, R. Graziani, G. Faraglia, U. Caselato, S. Sitran, Polyhedron, 1996, 15, 2523.
• T. Tarantelli, C. Furlani, J. Chem. Soc., 1968, 1717.
• W. Henderson, R.D.W. Kemmitt, S. Mason, M.R. Moore, J. Fawcett, D.R. Russell, J. Chem. Soc., Dalton Trans., 1992, 59.
• N. Kuhn, T. Kratz, Synthesis, 1993, 561.
• F. E. Hahn, L. Wittenbecher, R. Boese, D. Blaser, Chem. Eur. J., 1999, 5, 1931.
• W. A. Herrmann, C. Köcher, Angew.Chem. Int. Ed. Engl., 1997, 36, 2162.
• A. J. Arduengo, Acc. Chem. Res., 1999, 32, 913.
• R. W. Hoffmann, Angew. Chem. Int. Ed. Engl., 1968, 7, 754.
• N. Wiberg, Angew. Chem. Int. Ed. Engl., 1968, 7, 766.
• J. Hocker, R. Merten, Angew. Chem. Int. Ed. Engl., 1972, 11, 964.
• M. K. Denk, S. Gupta, J. Brownie, S. Tajammul, A. Lough, J. Chem. Eur. J., 2001, 20,
• H. G. Grimm, H. Metzger, Chem. Ber., 1936, 69, 1356.
• J. S. Warner, J. Org. Chem. 1963, 28, 1642.
• Y. Takikawa, H. Watanabe, R. Sasaki, K. Shimada, Bull. Chem. Soc. Jpn., 1994, 67, 876.
• N. Kuhn, G. Henkel, T. Z. Kratz, Naturforsch. B, 1993, 48, 973.
• B. Çetinkaya, E. Çetinkaya, J. A. Chamizo, P. B. Hitchcock, H. A. Jasim, H. Küçükbay, M. F. Lappert, J. Chem. Soc., Perkin Trans. 1, 1998, 2047.
• Y. Zhou, M. K. Denk, Tetrahedron Lett., 2003, 44, 1295.
• B. Yiğit, M. Yiğit, İ. Özdemir, E. Çetinkaya, Turk. J. Chem., 2010, 34, 327.
• B. Yiğit, B. Çetinkaya, Adıyaman Üniversitesi Fen Bilimleri Dergisi, 2012, 2(1), 10.
• B. Yiğit, M. Yiğit, İ. Özdemir, B. Çetinkaya, E. Çetinkaya, Molbank, 2010, M649.
• B. Alıcı, E. Çetinkaya, B. Çetinkaya, D. Ülkü, M. N. Tahir, J. Chem. Research, 1996,
• B. Çetinkaya, E. Çetinkaya, H. Küçükbay, R. Durmaz, Arzneim. Forsch. / Drug. Res., , 46, 1154.