Synthesis of Some Novel Pendant-Armed Cyclen Derivatives

Aijian Wang; Wei Zhao; Xiaoqiang Sun

doi:10.14233/ajchem.2016.19399

Issue

Vol. 28 No. 3 (2016): Vol 28 Issue 3

Issue Published : December 5, 2015

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

Synthesis of Some Novel Pendant-Armed Cyclen Derivatives

https://doi.org/10.14233/ajchem.2016.19399

Aijian Wang

School of Energy & Power Engineering, Jiangsu University, Zhenjiang 212013, P.R. China; China-Australia Joint Research Center for Functional Molecular Materials, Scientific Research Academy, School of Chemistry & Chemical Engineering, Jiangsu University, Zhenjiang 212013, P.R. China

Wei Zhao

School of Energy & Power Engineering, Jiangsu University, Zhenjiang 212013, P.R. China

Xiaoqiang Sun

Key Laboratory of Fine Petrochemical Engineering, Changzhou University, Changzhou 213164, P.R. China

Corresponding Author(s) : Wei Zhao

wzhao@ujs.edu.cn; wajujs@ujs.edu.cn

Asian Journal of Chemistry, Vol. 28 No. 3 (2016): Vol 28 Issue 3
Article Published : December 5, 2015

Abstract

A new easy-to-run route to some novel pendant-armed benzene-containing cyclen derivatives is proposed. In this route, the use of potassium carbonate instead of (N,N)-diisopropylethylamine as proton trapper caused a remarkable increase of yields.

Keywords

Tetra-azamacrocycle Cyclen Cyclen derivatives

Wang, A., Zhao, W., & Sun, X. (2015). Synthesis of Some Novel Pendant-Armed Cyclen Derivatives. Asian Journal of Chemistry, 28(3), 551–554. https://doi.org/10.14233/ajchem.2016.19399

Download Citation

References

L.E. Hopper and M.J. Allen, Tetrahedron Lett., 55, 5560 (2014); doi:10.1016/j.tetlet.2014.08.026.
Y. Xiao, R. Xue, T.Y. You, X.J. Li, F.K. Pei, X.X. Wang and H. Lei, Carbohydr. Res., 395, 9 (2014); doi:10.1016/j.carres.2014.05.022.
S. Itoh, T. Tokunaga, S. Sonoike, M. Kitamura, A. Yamano and S. Aoki, Chem. Asian J., 8, 2125 (2013); doi:10.1002/asia.201300308.
S.Y. AlQaradawi, A. Mostafa and H.S. Bazzi, J. Mol. Struct., 1037, 209 (2013); doi:10.1016/j.molstruc.2013.01.005.
S. Aoki and E. Kimura, J. Am. Chem. Soc., 122, 4542 (2000); doi:10.1021/ja994537s.
Y.-G. Fang, J. Zhang, S.-Y. Chen, N. Jiang, H.-H. Lin, Y. Zhang and X.-Q. Yu, Bioorg. Med. Chem., 15, 696 (2007); doi:10.1016/j.bmc.2006.10.057.
R.M. Izatt, K. Pawlak, J.S. Bradshaw and R.L. Bruening, Chem. Rev., 95, 2529 (1995); doi:10.1021/cr00039a010.
P. Caravan, J.J. Ellison, T.J. McMurry and R.B. Lauffer, Chem. Rev., 99, 2293 (1999); doi:10.1021/cr980440x.
M. Woods, G.E. Kiefer, S. Bott, A. Castillo-Muzquiz, C. Eshelbrenner, L. Michaudet, K. McMillan, S.D.K. Mudigunda, D. Ogrin, G. Tircsó, S. Zhang, P. Zhao and A.D. Sherry, J. Am. Chem. Soc., 126, 9248 (2004); doi:10.1021/ja048299z.
B. Jebasingh and V. Alexander, Synth. Commun., 34, 2843 (2004); doi:10.1081/SCC-200026243.
D.Y. Kong, L.H. Meng, L. Song and Y.Y. Xie, Transition Met. Chem., 24, 553 (1999); doi:10.1023/A:1006948331317.
J.A. Cruz-Morales and P. Guadarrama, J. Mol. Struct., 779, 1 (2005); doi:10.1016/j.molstruc.2005.06.035.
C.B. Smith, K.S. Wallwork, J.M. Weeks, M.A. Buntine, S.F. Lincoln, M.R. Taylor and K.P. Wainwright, Inorg. Chem., 38, 4986 (1999); doi:10.1021/ic990739d.
V. Montembault, H. Mouaziz, V. Blondeau, R. Touchard, J.-C. Soutif and J.-C. Brosse, Synth. Commun., 29, 4279 (1999); doi:10.1080/00397919908085901.
F.E. Chen, J.F. Zhao, F.J. Xiong, B. Xie and P. Zhang, Carbohydr. Res., 342, 2461 (2007); doi:10.1016/j.carres.2007.06.029.
K.E. Borbas, C.S.M. Ferreira, A. Perkins, J.I. Bruce and S. Missailidis, Bioconjug. Chem., 18, 1205 (2007); doi:10.1021/bc0700741.
J.K. Borchardt, J.C. Swanson and W.H. Saunders, J. Am. Chem. Soc., 96, 3918 (1974); doi:10.1021/ja00819a032.
P.S. Athey and G.E. Kiefer, International Patent WO95/14726 (1996).
B. König, M. Pelka, M. Klein, I. Dix, P.G. Jones and J. Lex, J. Incl. Phenom. Macrocycl. Chem., 37, 39 (2000); doi:10.1023/A:1008083528325.

References

L.E. Hopper and M.J. Allen, Tetrahedron Lett., 55, 5560 (2014); doi:10.1016/j.tetlet.2014.08.026.

Y. Xiao, R. Xue, T.Y. You, X.J. Li, F.K. Pei, X.X. Wang and H. Lei, Carbohydr. Res., 395, 9 (2014); doi:10.1016/j.carres.2014.05.022.

S. Itoh, T. Tokunaga, S. Sonoike, M. Kitamura, A. Yamano and S. Aoki, Chem. Asian J., 8, 2125 (2013); doi:10.1002/asia.201300308.

S.Y. AlQaradawi, A. Mostafa and H.S. Bazzi, J. Mol. Struct., 1037, 209 (2013); doi:10.1016/j.molstruc.2013.01.005.

S. Aoki and E. Kimura, J. Am. Chem. Soc., 122, 4542 (2000); doi:10.1021/ja994537s.

Y.-G. Fang, J. Zhang, S.-Y. Chen, N. Jiang, H.-H. Lin, Y. Zhang and X.-Q. Yu, Bioorg. Med. Chem., 15, 696 (2007); doi:10.1016/j.bmc.2006.10.057.

R.M. Izatt, K. Pawlak, J.S. Bradshaw and R.L. Bruening, Chem. Rev., 95, 2529 (1995); doi:10.1021/cr00039a010.

P. Caravan, J.J. Ellison, T.J. McMurry and R.B. Lauffer, Chem. Rev., 99, 2293 (1999); doi:10.1021/cr980440x.

M. Woods, G.E. Kiefer, S. Bott, A. Castillo-Muzquiz, C. Eshelbrenner, L. Michaudet, K. McMillan, S.D.K. Mudigunda, D. Ogrin, G. Tircsó, S. Zhang, P. Zhao and A.D. Sherry, J. Am. Chem. Soc., 126, 9248 (2004); doi:10.1021/ja048299z.

B. Jebasingh and V. Alexander, Synth. Commun., 34, 2843 (2004); doi:10.1081/SCC-200026243.

D.Y. Kong, L.H. Meng, L. Song and Y.Y. Xie, Transition Met. Chem., 24, 553 (1999); doi:10.1023/A:1006948331317.

J.A. Cruz-Morales and P. Guadarrama, J. Mol. Struct., 779, 1 (2005); doi:10.1016/j.molstruc.2005.06.035.

C.B. Smith, K.S. Wallwork, J.M. Weeks, M.A. Buntine, S.F. Lincoln, M.R. Taylor and K.P. Wainwright, Inorg. Chem., 38, 4986 (1999); doi:10.1021/ic990739d.

V. Montembault, H. Mouaziz, V. Blondeau, R. Touchard, J.-C. Soutif and J.-C. Brosse, Synth. Commun., 29, 4279 (1999); doi:10.1080/00397919908085901.

F.E. Chen, J.F. Zhao, F.J. Xiong, B. Xie and P. Zhang, Carbohydr. Res., 342, 2461 (2007); doi:10.1016/j.carres.2007.06.029.

K.E. Borbas, C.S.M. Ferreira, A. Perkins, J.I. Bruce and S. Missailidis, Bioconjug. Chem., 18, 1205 (2007); doi:10.1021/bc0700741.

J.K. Borchardt, J.C. Swanson and W.H. Saunders, J. Am. Chem. Soc., 96, 3918 (1974); doi:10.1021/ja00819a032.

P.S. Athey and G.E. Kiefer, International Patent WO95/14726 (1996).

B. König, M. Pelka, M. Klein, I. Dix, P.G. Jones and J. Lex, J. Incl. Phenom. Macrocycl. Chem., 37, 39 (2000); doi:10.1023/A:1008083528325.

Issue

Vol. 28 No. 3 (2016): Vol 28 Issue 3

Synthesis of Some Novel Pendant-Armed Cyclen Derivatives

Corresponding Author(s) : Wei Zhao

Abstract

Keywords

Full Article

Download Citation

References

Table Of Contents