Synthesis and Luminescence-Structure Relationship of 2,4,5-Triarylimidazoles

Shu-Ning Yue; Yu Wan; Ling Ye; Wen-Li Zhang; Hao Cui; Li-Zhuo Zhang; Qiu-Ju Zhou; Huan Zou; Zhen-Tao Liu; Ling-Ling Zhao; Sheng-Liang Zhou; Hui Wu

doi:10.14233/ajchem.2014.16368

Issue

Vol. 26 No. 19 (2014): Vol 26 Issue 19

Issue Published : September 16, 2014

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis and Luminescence-Structure Relationship of 2,4,5-Triarylimidazoles

https://doi.org/10.14233/ajchem.2014.16368

Shu-Ning Yue

School of Chemistry and Chemical Engineering, Jiangsu Normal University, Jiangsu Key Laboratory of Green Synthesis of Functional Material, Xuzhou 221116, P.R. China

Yu Wan

Jiangsu Key Laboratory of Biotechnology on Medical Plant, Xuzhou 221116, P.R. China

Ling Ye

School of Chemistry and Chemical Engineering, Jiangsu Normal University, Jiangsu Key Laboratory of Green Synthesis of Functional Material, Xuzhou 221116, P.R. China

Wen-Li Zhang

School of Chemistry and Chemical Engineering, Jiangsu Normal University, Jiangsu Key Laboratory of Green Synthesis of Functional Material, Xuzhou 221116, P.R. China

Hao Cui

School of Chemistry and Chemical Engineering, Jiangsu Normal University, Jiangsu Key Laboratory of Green Synthesis of Functional Material, Xuzhou 221116, P.R. China

Li-Zhuo Zhang

School of Chemistry and Chemical Engineering, Jiangsu Normal University, Jiangsu Key Laboratory of Green Synthesis of Functional Material, Xuzhou 221116, P.R. China

Qiu-Ju Zhou

School of Chemistry and Chemical Engineering, Jiangsu Normal University, Jiangsu Key Laboratory of Green Synthesis of Functional Material, Xuzhou 221116, P.R. China

Huan Zou

School of Chemistry and Chemical Engineering, Jiangsu Normal University, Jiangsu Key Laboratory of Green Synthesis of Functional Material, Xuzhou 221116, P.R. China

Zhen-Tao Liu

School of Chemistry and Chemical Engineering, Jiangsu Normal University, Jiangsu Key Laboratory of Green Synthesis of Functional Material, Xuzhou 221116, P.R. China

Ling-Ling Zhao

School of Chemistry and Chemical Engineering, Jiangsu Normal University, Jiangsu Key Laboratory of Green Synthesis of Functional Material, Xuzhou 221116, P.R. China

Sheng-Liang Zhou

Jiangsu Key Laboratory of Biotechnology on Medical Plant, Xuzhou 221116, P.R. China

Hui Wu

School of Chemistry and Chemical Engineering, Jiangsu Normal University, Jiangsu Key Laboratory of Green Synthesis of Functional Material, Xuzhou 221116, P.R. China ; Jiangsu Key Laboratory of Biotechnology on Medical Plant, Xuzhou 221116, P.R. China

Corresponding Author(s) : Hui Wu

wuhui72@126.com

Asian Journal of Chemistry, Vol. 26 No. 19 (2014): Vol 26 Issue 19
Article Published : September 18, 2014

Abstract

2,4,5-Triarylimidazoles were efficiently synthesized with excellent yields (90-96 %) via the one-pot concentration of benzil, aromatic aldehyde and ammonium acetate in ionic liquid [BMIM][BF₄] in the present of acetic acid. The luminescence-structure relationship of products was investigated.

Keywords

Synthesis Luminescence-structure relationship 2,4,5-Triarylimidazoles

Yue, S.-N., Wan, Y., Ye, L., Zhang, W.-L., Cui, H., Zhang, L.-Z., … Wu, H. (2014). Synthesis and Luminescence-Structure Relationship of 2,4,5-Triarylimidazoles. Asian Journal of Chemistry, 26(19), 6328–6330. https://doi.org/10.14233/ajchem.2014.16368

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References

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References

J.C. Lee, J.T. Laydon, P.C. McDonnell, T.F. Gallagher, S. Kumar, D. Green, D. McNulty, M.J. Blumenthal, J.R. Keys, S.W. Land vatter, J.E. Strickler, M.M. McLaughlin, I.R. Siemens, S.M. Fisher, G.P. Livi, J.R. White, J.L. Adams and P.R. Young, Nature, 372, 739 (1994); doi:10.1038/372739a0.

A.K. Takle, M.J.B. Brown, S. Davies, D.K. Dean, G. Francis, A. Gaiba, A.W. Hird, F.D. King, P.J. Lovell, A. Naylor, A.D. Reith, J.G. Steadman and D.M. Wilson, Bioorg. Med. Chem. Lett., 16, 378 (2006); doi:10.1016/j.bmcl.2005.09.072.

J.H.M. Lange, H.H. van Stuivenberg, H.K.A.C. Coolen, T.J.P. Adolfs, A.C. McCreary, H.G. Keizer, H.C. Wals, W. Veerman, A.J.M. Borst, W. de Looff, P.C. Verveer and C.G. Kruse, J. Med. Chem., 48, 1823 (2005); doi:10.1021/jm040843r.

T.F. Gallagher, S.M. Fier-Thompson, R.S. Garigipati, M.E. Sorenson, J.M. Smietana, D. Lee, P.E. Bender, J.C. Lee, J.T. Laydon, D.E. Griswold, M.C. Chabot-Fletcher, J.J. Breton and J.L. Adams, Bioorg. Med. Chem. Lett., 5, 1171 (1995); doi:10.1016/0960-894X(95)00189-Z.

M. Antolini, A. Bozzoli, C. Ghiron, G. Kennedy, T. Rossi and A. Ursini, Bioorg. Med. Chem. Lett., 9, 1023 (1999); doi:10.1016/S0960-894X(99)00112-2.

L. Wang, K.W. Woods, Q. Li, K.J. Barr, R.W. McCroskey, S.M. Hannick, L. Gherke, R.B. Credo, Y.-H. Hui, K. Marsh, R. Warner, J.Y. Lee, N. Zielinski-Mozng, D. Frost, S.H. Rosenberg and H.L. Sham, J. Med. Chem., 45, 1697 (2002); doi:10.1021/jm010523x.

T. Maier, R. Schmierer, K. Bauer, H. Bieringer, H. Buerstell and B. Sachse, US Patent 4820335 (1989).

W.L. Pan, H.B. Tan, Y. Chen, D.H. Mu, H.B. Liu, Y.Q. Wan and H.C. Song, Dyes Pigments, 76, 17 (2008); doi:10.1016/j.dyepig.2006.07.034.

(a) L. Zhao, S.B. Li, G.A. Wen, B. Peng and W. Huang, Mater. Chem. Phys., 100, 460 (2006); doi:10.1016/j.matchemphys.2006.01.025.; (b) Q. Peng, G. Fu and D. Su, Synth. Met., 160, 1672 (2010); doi:10.1016/j.synthmet.2010.05.039.

I. Lantos, W.Y. Zhang, X. Shui and D.S. Eggleston, J. Org. Chem., 58, 7092 (1993); doi:10.1021/jo00077a033.

C. Zhang, E.J. Moran, T.F. Woiwode, K.M. Short and A.M.M. Mjalli, Tetrahedron Lett., 37, 751 (1996); doi:10.1016/0040-4039(95)02310-0.

G.V. Sharma, Y. Jyothi and P.S. Lakshmi, Synth. Commun., 36, 2991 (2006); doi:10.1080/00397910600773825.

S.A. Siddiqui, U.C. Narkhede, S.S. Palimkar, T. Daniel, R.J. Lahoti and K.V. Srinivasan, Tetrahedron, 61, 3539 (2005); doi:10.1016/j.tet.2005.01.116.

S. Balalaie and A. Arabanian, Green Chem., 2, 274 (2000); doi:10.1039/b006201o.

(a) T. Welton, Chem. Rev., 99, 2071 (1999); doi:10.1021/cr980032t.; (b) P. Wasserscheid and W. Keim, Angew. Chem. Int. Ed. Engl., 39, 3772 (2000); doi:10.1002/1521-3773(20001103)39:21<3772::AID-ANIE3772>3.0.CO;2-5.

B. Das, J. Kashanna, R.A. Kumar and P. Jangili, Monatsh. Chem., 144, 223 (2013); doi:10.1007/s00706-012-0770-0.

H. Zang, Q.H. Su, Y. Mo, B.-W. Cheng and S. Jun, Ultrason. Sonochem., 17, 749 (2010); doi:10.1016/j.ultsonch.2010.01.015.

S.F. Hojati, S.A. Nezhadhoseiny and Z. Beykzadeh, Monatsh. Chem., 144, 387 (2013); doi:10.1007/s00706-012-0830-5.

D. Nagargoje, P. Mandhane, S. Shingote, P. Badadhe and C. Gill, Ultrason. Sonochem., 19, 94 (2012); doi:10.1016/j.ultsonch.2011.05.009.

P.A. Clarke, M. Grist, M. Ebden, C. Wilson and A.J. Blake, Tetrahedron, 61, 353 (2005); doi:10.1016/j.tet.2004.10.095.

Issue

Vol. 26 No. 19 (2014): Vol 26 Issue 19

Synthesis and Luminescence-Structure Relationship of 2,4,5-Triarylimidazoles

Corresponding Author(s) : Hui Wu

Abstract

Keywords

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