2,5-Di(het)arylpyridines: synthesis by ''1,2,4-triazine'' methodology and photophysical properties

被引：0

作者：

Krinochkin, Alexei P. ^{[1
,2
]}

Khasanov, Albert F. ^{[1
]}

Valieva, Maria I. ^{[1
,2
]}

Kudryashova, Ekaterina A. ^{[1
]}

Guda, Mallikarjuna R. ^{[1
]}

Kopchuk, Dmitry S. ^{[1
,2
]}

Shabunina, Olga V. ^{[3
]}

Mochulskaya, Nataliya N. ^{[1
]}

Slepukhin, Pavel A. ^{[1
,2
]}

Zyryanov, Grigory V. ^{[1
,2
]}

Chupakhin, Oleg N. ^{[1
,2
]}

机构：

[1] Ural Fed Univ, Inst Chem Engn, 19 Mira St, Ykaterinburg 620002, Russia

[2] Russian Acad Sci, Ural Branch, Postovsky Inst Organ Synth, 22-20 Sofyi Kovalevskoi St, Ekaterinburg 620108, Russia

[3] Sirius Univ Sci & Technol, 1 Olymp Ave, Sirius Fed Terr 354340, Russia

来源：

CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2024年 / 60卷 / 5-6期

基金：

俄罗斯科学基金会;

关键词：

imino ester; pyridine; 1,2,4-triazine; 1,2,4-triazine 4-oxide; aza-Diels-Alder reaction; fluorescence; synthesis; COMPLEXES; PYRIDINES; STEP; POT;

D O I：

10.1007/s10593-024-03335-x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The method for the preparation of 3,6-disubstituted 1,2,4-triazines based on condensation reaction between easily available alpha-imino esters and isonitrosoacetophenone hydrazones was reported. The significant differences in reaction conditions, ratio of products, and yields between the developed method and the earlier reported approach were demonstrated. The corresponding 2,5-disubstituted pyridines were synthesized from the prepared 1,2,4-triazines, and their photophysical properties were studied. Studies of the photo-physical properties revealed low and moderate luminescence quantum yields, and negligible solvatochromic behavior in case of 4-methoxyphenylpyridine derivative due to the role of donating methoxy group, however, with a low linearity of a Lippert-Mataga plot. Nevertheless, 2,5-disubstituted pyridines are of interest due to simple protocols of synthesis, moderate photophysical properties, and potential applicability in different scientific and industrial areas.

引用

页码：289 / 298

页数：10

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