Synthesis and Optical and Thermal Properties of a Novel Alkyl Bridged Bis-porphyrin and Its Copper(II)/Zinc(II) Complex

Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (07): 1131-1135. Previous Articles Next Articles

Notes

烷基桥联双卟啉及其铜(II)、锌(II)配合物的合成与光热性质研究

罗国添*^,1,2，陈治希¹，郑生伟¹，余建平¹

(¹赣南师范学院化学化工学院赣州 341000)
(²江西省有机药物化学重点实验室赣州 341000)

收稿日期:2010-12-22 修回日期:2011-03-01 发布日期:2011-03-11
通讯作者: 罗国添 E-mail:luogt@yahoo.com.cn

Synthesis and Optical and Thermal Properties of a Novel Alkyl Bridged Bis-porphyrin and Its Copper(II)/Zinc(II) Complex

Luo Guotian*^,1,2 Chen Zhixi¹ Zheng Sheng-wei¹ Yu Jianping¹

(¹College of Chemistry and Chemical Engineering, Ganzhou 341000)
(²Key Laboratory of Organo-Pharmaceutical Chemistry, Jiangxi Province, Ganzhou 341000)

Received:2010-12-22 Revised:2011-03-01 Published:2011-03-11
Contact: Guo-Tian LUO E-mail:luogt@yahoo.com.cn

A novel alkyl bridged bis-prophyrin and its copper(II), zinc(II) complexes were designed and synthesized by the reaction of pyrrole, benzaldehyde, 1,4-dibromobutane etc. The target compounds were characterized by ¹H NMR, FT-IR, FAB-MS, UV-vis techniques and element analysis. In addition, the thermostability and luminescent effect of the target compounds were studied. The experiment shows that the strongest luminescent wavelength is 650～710 nm, which locates in visible light area. Comparing with alkyl bridge bis-porphyrin ligand, the thermal stability of alkyl bridge bis-porphyrin complex was increased obviously.

Key words: bis-porphyrin, metal prophyrin, synthesis

CLC Number:

0627.12

Cite this article

LUO Guo-Tian, CHEN Zhi-Xi, ZHENG Sheng-Wei, YU Jian-Ping. Synthesis and Optical and Thermal Properties of a Novel Alkyl Bridged Bis-porphyrin and Its Copper(II)/Zinc(II) Complex[J]. Chin. J. Org. Chem., 2011, 31(07): 1131-1135.

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References

1 Dougherty, T. J.; Gomer, C. J.; Henderson, B. W. J. Natl. Cancer Inst. 1998, 90, 889.

2 Comuzzi, C.; Cogoi, S.; Overhand, M. J. Med. Chem. 2006, 49, 196

3 Hasrat, A.; Johan, E. V. L. J. Chem. Rev. 1999, 99,2379.

4 Guo X. M.; Su L. J.; Yu L.X.; et al. . Chem. J. Chin. Univ., 2006, 27: 410 (in chinese)

(郭喜明,苏连江,于连香,等.高等学校化学学报, 2006 , 27 :410-413.)

5 Xie Z.;,Wang K. , Fu S. T.; et al. . J. of Wuhan Univ.(Nat. Sci. Ed.) 2005 , 51 :435 (in chinese)

(谢征,王凯,付世涛, 武汉大学学报:理学版, 2005 , 51 :435)

6 (a)Liu H. Y.; Hu X. M.; Ying X.; et al. Chem. J. Chin. Univ. , 1999, 20: 849 (in chinese)

(刘海洋 ,胡希明,应晓等，高等学校化学学报，1999, 20 (6) : 849)

(b) Hamilton A. , Lehn J. M. , Sessler J. L. . J. Am. Chem. Soc. , 1986, 108: 5158

(c) French R. R. , Holzer P. , LeuenbergerM. . J. Inorg. Biochem. , 2002, 88: 295

(d) Fu S.T.; Wang K.; Xie Z.; et al. . Chem. J. Chin. Univ., 2004, 25 : 1204 (in chinese)

(付世涛,王凯,谢征,高等学校化学学报, 2004, 25 : 1204)

(e) Byme C. J. , CooperM. A. , Cowled P. A. , et al. . Aus. J. Chem. , 2004, 57: 1091

(f)Huang Q. M.; Pan Z. Q.; Chen Z. P.; et al. . Bioorg. Med. Chem. Lett. , 2006, 16 : 3030

7 (a)Wang K., Zhang Z. , Guo Q. N. , et al. . Acta Chim. Sinica , 2007, 65 :2597 (in chinese)

(王凯, 张智, 郭茜妮, 化学学报,2007, 65 :2597)

(b) Huang Q. M., Li Z. Y., Pan Z. Q., et al., Chin. J. of Org. Chem., 2010, 30: 79 (in chinese)

(黄齐茂，李志远，潘志权等，有机化学,2010, 30: 79)

(c) Barragan, E.; Gordillo, B.; Vargas, G. Appl.Organomet. Chem. 2004, 18, 311.

(d) Luo G. T.,Xu Q. B., Chen. Z. X., et al.. Chin. J. of Org. Chem., 2009,29:1434 (in chinese)

(罗国添, 徐庆兵, 陈治希等，有机化学2009, 29: 1434)

(e) Huang Q. M., Xiao X., Pan Z. Q., et al., Chem. J. Chin. Univ., 2010, 30: 79 (in chinese)

(黄齐茂，肖欣，潘志权等，高等学校化学学报,2009, 30: 923)

8 Barragan, E.; Gordillo, B.; Vargas, G. Appl. Organometal Chem. 2004, 18, 311.

9 Luo G. T.,Li L.,Lian P., et al.. Chin. J. of Inorg. Chem., 2000,16:843 (in chinese)

(罗国添,李蕾,练萍等，无机化学学报，2000,16:843)

10 Ji S. F., Ji W. J., Kou Y. Spectroscopy and Spectral Analysis, 1996, 16:43(in chinese).

(季生福, 季伟捷, 寇元. 光谱学与光谱分析, 1996, 16:43)

11 Ning Y. C. Structural Identification of Organic Compounds and Orgnic spectroscopy. Beijing, Science Press. 2000 , 485.

(宁永成,有机化合物结构鉴定与有机光谱学.科学出版社, 2000, 485.

12 Wen K., Li Z. H., Cao X. Z.. Chem. J. Chin. Univ., 1993, 14 : 147 (in chinese)

(文珂,李朝辉,曹锡章,高等学校化学学报, 1993, 14 : 147)

13 Martha, S. V; Timothy, J. J; Gracüa, H. V. Bioconjugate Chem. 2007, 18, 1185

14 Chu D. B.,Zhang X. M.,Zhang L. Y., et al.. Chem. J. Chin. Univ., 2006,27:1865(in chinese)

(禇道葆, 张秀梅, 张莉艳等,高等学校化学学报, 2006,27:1865)

15 Corey E. Stilts.; Marina I. Nelen. J. Med. Chem. 2000, 43, 2403.

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烷基桥联双卟啉及其铜(II)、锌(II)配合物的合成与光热性质研究

Synthesis and Optical and Thermal Properties of a Novel Alkyl Bridged Bis-porphyrin and Its Copper(II)/Zinc(II) Complex

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