1,2,5-Thiadiazolo[3,4-b] pyrazine-5,6-dicarbonitrile and derived porphyrazines: synthesis and electrochemical study

被引：6

作者：

Mikhailov, Maksim S. ^{[1
]}

Hamdoush, Mahmoud ^{[1
]}

Islyaikin, Mikhail K. ^{[1
]}

Koifman, Oskar I. ^{[1
]}

Stuzhin, Pavel A. ^{[1
]}

机构：

[1] Ivanovo State Univ Chem & Technol, Res Inst Macroheterocycles, RF-153460 Ivanovo, Russia

来源：

ARKIVOC | 2017年

基金：

俄罗斯科学基金会;

关键词：

1,2,5-Thiadiazolo[3.4-b] pyrazine-2,3-dicarbonitrile; porphyrazines; magnesium(II); indium(III) complexes; UV-vis spectra; electrochemistry; COMPLEXES; RINGS;

D O I：

10.3998/ark.5550190.p010.103

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,2,5-Thiadiazolo[3,4-b] pyrazine-5,6-dicarbonitrile, obtained by reaction of 5,6-diaminopyrazine-2,3-dicarbonitrile with SOCl2, exhibits strongly electron-deficient properties and easily forms reduced species (the reduction potentials -0.01 and -1.02 V in MeCN vs Ag/AgCl). Template cyclotetramerization in the presence of Mg butoxide in n-butanol and with indium(III) chloride in 1,2,4-trichlorobenzene affords the corresponding complexes of tetrakis(1,2,5-thiadiazolo[3',4':5,6] pyrazino)[2,3-b, g, l, q] porphyrazine, [(TSN(2)PyzPA)M] (M = Mg(H2O), InCl). The Mg(II) complex is characterized by a Q-band at 657 and a Soret band at 370 nm (in DMSO) and shows three reduction processes at -0.38, -0.83 and -1.21 V vs Ag/AgCl in DMSO.

引用

页码：130 / 139

页数：10

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