期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 82, 期 1, 页码 567-578出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b02581
关键词
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资金
- Deutsche Forschungsgemeinschaft DFG [Mu 1088/9-1]
- Fonds der Chemischen Industrie
3-Aminovinylquinoxalines are readily accessible from (hetero)aryl glyoxylic acids or heterocyclic pi-nucleophiles by consecutive four- and five component syntheses in the sense of an activation-alkynylation-cyclocondensation-addition sequence or glyoxylation-alkynylation-cydocondensation-addition sequence in good yields. The title compounds are highly fluorescent with pronounced emission solvatochromicity and protochromic fluorescence quenching. Time-resolved fluorescence spectroscopy furnishes radiative and non radiative fluorescence decay rates in various solvent polarities. The electronic structure is corroborated by DFT and TD-DFT calculations rationalizing the observed spectroscopic effects.
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