Synthesis and complexation studies of 16-membered [1+1] selenaaza- and some related macrocycles

被引:10
作者
Chakraborty, Tapash [1 ]
Srivastava, Kriti [1 ]
Panda, Snigdha [1 ]
Singh, Harkesh B. [1 ]
Butcher, Ray J. [2 ]
机构
[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India
[2] Howard Univ, Dept Chem, Washington, DC 20059 USA
关键词
Schiff base macrocycle; Selenium; Mercury; 1+1] Cyclocondensation; Mercurous ion; SELENIUM CORONANDS; CHEMISTRY; 1,5,9,13-TETRASELENACYCLOHEXADECANE; SELENOETHER; BEHAVIOR;
D O I
10.1016/j.ica.2010.03.020
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
novel 16-membered [1+1] unsymmetrical selenaaza Schiff base macrocycle, 8,9,10,11-tetrahydo-7H-dibenzo-[d,o][1,3,7,10,13]diselenatriazacyclohexadecine (5) with N3Se2 donor set, has been synthesized by cyclocondensation of di(o-formylphenylseleno)methane and diethylenetriamine. Reduction of 5 with NaBH4 afforded 6,7,8,9,10,11,12,13-octahydro-5H-dibenzo-[d,o][1,3,7,10,13] diselenatriazacyclohexadecine (6). Macrocycle, 10,11,12,13,14,15,16,26,27,28,29,30,31,32-tetradecahydrotetrabenzo[b,k,n,w][1,13, 5,9,17,21]diselenatetraazacyclotetracosine (2b) was synthesized similarly from di(o-formylphenyl)selenide and 1,3-diaminopropane followed by reduction with NaBH4. Single crystal X-ray structures of 5 and 2b have been determined. Attempted complexation reactions of 5 with Zn(II), Cd(II), Hg(II), Pd(II) and Cu(II) ions and those of 6 with Ag(I), Hg(II) and Pd(II) ions are reported. 28-Membered selenaaza macrocycle 2c on reaction with HgCl2 and NH4PF6, provided a dinuclear Hg(II) complex 9. Complex 9 has been characterized by single crystal X-ray structure. (C) 2010 Elsevier B. V. All rights reserved.
引用
收藏
页码:2905 / 2911
页数:7
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