Macrocycles, derivatives of nitrogen-containing heterocycles 2. Synthesis and electrochemical properties of diindolizinadiquinoxalinacyclooxaalkaphanes

被引:3
作者
Kalinin, A. A. [1 ]
Mamedov, V. A. [1 ]
Yanilkin, V. V. [1 ]
Nastapova, N. V. [1 ]
Rizvanov, I. Kh. [1 ]
Morozov, V. I. [1 ]
机构
[1] Russian Acad Sci, Kazan Sci Ctr, AE Arbuzov Organ & Phys Chem Inst, Kazan 420088, Russia
基金
俄罗斯基础研究基金会;
关键词
1; n-dibromotrioxa- and pentaoxaalkanes; 3-(indolizin-2 '-yl)-2-oxoquinoxalinomonopodands; diquinoxalinadiindolizinacyclooxaalkaphanes; redox-active macrocycles; NMR spectra; voltammetry; ESR; electron ionization and MALDI mass spectra; REDOX; DIMERIZATION; INDOLIZINES;
D O I
10.1007/s11172-009-0200-6
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Phenylindolizinylquinoxalinomonopodands, obtained by the reaction of 1-(phenylindolizin-2-yl)quinoxalin-2(1H)-one with corresponding dibromotrioxa- and dibromopentaoxaalkanes, undergo oxidative dehydrocyclization assisted by molecular iodine to yield new redox-active diindolizinadiquinoxalinacyclooxaalkaphanes. Using CVA, the indolizine fragments of the heterocyclophanes in acetonitrile are found to undergo three-step oxidation with transfer of one electron in each step. The first and the third steps are reversible, whereas the second is irreversible. The oxidation at potentials of the first peak leads to the stable radical cations registered by ESR (g = 2.0024, a (2N) = 0.26 mT).
引用
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页码:1484 / 1492
页数:9
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