Synthesis of Dicationic Carbazole and 4'-Amino-(3,3'-bipyridine)-4-ol and the Spectral Characteristics of Carbazoles

K. Wang; T. Li; X.M. Ye; P. Guo; T. Jia

doi:10.14233/ajchem.2013.14356

Issue

Vol. 25 No. 8 (2013): Vol 25 Issue 8

Issue Published : March 7, 2013

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

Synthesis of Dicationic Carbazole and 4'-Amino-(3,3'-bipyridine)-4-ol and the Spectral Characteristics of Carbazoles

https://doi.org/10.14233/ajchem.2013.14356

K. Wang

Hubei Key Lab of Novel Reactor & Green Chemical Technology, Wuhan Institute of Technology, Wuhan, P.R. China

T. Li

Hubei Key Lab of Novel Reactor & Green Chemical Technology, Wuhan Institute of Technology, Wuhan, P.R. China ; School of Pharmaceutical Sciences, Wuhan University, Wuhan, P.R. China

X.M. Ye

Wuhan Municipal Institute for Food and Drug Control, Wuhan, P.R. China

P. Guo

School of Pharmaceutical Sciences, Wuhan University, Wuhan, P.R. China

T. Jia

School of Pharmaceutical Sciences, Wuhan University, Wuhan, P.R. China

Corresponding Author(s) : T. Jia

jiat@whu.edu.cn

Asian Journal of Chemistry, Vol. 25 No. 8 (2013): Vol 25 Issue 8
Article Published : March 19, 2013

Abstract

The dicationic carbazole compound, 3,6-dimethyl-3,6-diazacarbazole diiodide (8) was prepared with 3-bromopyridine as a starting material by a six-step synthesis. The intermediates and target compound were confirmed by IR, NMR and MS. Meanwhile, UV-visible and fluorescent characteristics of 3,6-diazacarbazole (7) and 3,6-dimethyl-3,6-diazacarbazole diiodide (8) were investigated. It was found that fluorescence decay over time of dicationic carbazole existed in low ionic strength and high ionic strength could stabilize the fluorescence of dicationic carbazole.

Keywords

Dicationiccarbazole Diazacarbazole Catalytic hydrogenation Fluorescence

Wang, K., Li, T., Ye, X., Guo, P., & Jia, T. (2013). Synthesis of Dicationic Carbazole and 4’-Amino-(3,3’-bipyridine)-4-ol and the Spectral Characteristics of Carbazoles. Asian Journal of Chemistry, 25(8), 4632–4636. https://doi.org/10.14233/ajchem.2013.14356

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References

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X. Liu, Y.M. Sun, Y.H. Zhang, F. Miao, G.C. Wang, H.S. Zhao, X.Q. Yu, H. Liu and W.Y. Wong, Org. Biomol. Chem., 9, 3615 (2011).

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Y.H. Zhang, Y.M. Sun, X. Liu, N. Zhao, X.Q. Yu and B.B. Huang, Chem. J. Chin. Univ., 31, 1860 (2010) (in Chinese).

P.F. Jia, H. Liu, Y.H. Zhang, X. Liu, N. Zhao and X.Q Yu, Chem. J. Chin. Univ., 31, 1075 (2010) (in Chinese).

X.F. Zhang, H.J. Zhang, J.F Xiang, Q. Li, Q.F. Yang, Q. Shang, Y.X. Zhang and Y.L. Tang, J. Mol. Struct., 982, 133 (2010).

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L. Kaczmarek, A. Becalski and P. Nantka-Namirski, Polish J. Chem., 54, 1585 (1980).

D. Rong, A.V. Philips, S.R. Rubio, M.A. Castro and R.T. Wheelhouse, Tetrahedron Lett., 49, 6933 (2008).

R.W. Daisley and R.J. Hanbali, Opp. Briefs., 15, 280 (1983).

S.J. Nara, M. Jha, J. Brinkhorst, T.J. Zemanek and D.A. Pratt, J. Org. Chem., 73, 9326 (2008).

A. Becalski, L. Kaczmarek and P. Nantka-Namirski, Bull. Polish Acad. Sci. Chem., 32, 105 (1984).

Y. Oguro, N. Miyamoto, T. Takagi, K. Okada, Y. Awazu, H. Miki, A. Hori, K. Kamiyama and S. Imamura, Bioorg. Med. Chem., 18, 7150 (2010).

P. Kavanagh and D. Leech, Tetrahedron Lett., 45, 121 (2004).

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A. Bañares-Hidalgo, A. Bolaños-Gutiérrez, F. Gil, E.J. Cabré, J. PérezGil and P. Estrada, J. Ind. Microbiol. Biotechnol., 35, 1367 (2008).

Issue

Vol. 25 No. 8 (2013): Vol 25 Issue 8

Synthesis of Dicationic Carbazole and 4'-Amino-(3,3'-bipyridine)-4-ol and the Spectral Characteristics of Carbazoles

Corresponding Author(s) : T. Jia

Abstract

Keywords

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