Synthesis and fluorosolvatochromic properties of 1,7-annulated indoles
| Autor: | Vincent Coeffard, Xavier Moreau, Christine Greck, Jérôme Marrot, Maxime Giardinetti |
|---|---|
| Přispěvatelé: | Institut Lavoisier de Versailles (ILV), Université de Versailles Saint-Quentin-en-Yvelines (UVSQ)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Chimie Et Interdisciplinarité : Synthèse, Analyse, Modélisation (CEISAM), Université de Nantes - UFR des Sciences et des Techniques (UN UFR ST), Université de Nantes (UN)-Université de Nantes (UN)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC), Laboratoire de l'intégration, du matériau au système (IMS), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Université Sciences et Technologies - Bordeaux 1, Université Sciences et Technologies - Bordeaux 1-Institut Polytechnique de Bordeaux-Centre National de la Recherche Scientifique (CNRS) |
| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: |
Indole test
Photoluminescence 010405 organic chemistry Chemistry General Chemistry Crystal structure 010402 general chemistry Photochemistry 01 natural sciences Fluorescence Catalysis 0104 chemical sciences Solvent Polarizability Materials Chemistry [CHIM]Chemical Sciences Physics::Chemical Physics Absorption (electromagnetic radiation) Spectroscopy |
| Zdroj: | New Journal of Chemistry New Journal of Chemistry, Royal Society of Chemistry, 2017, 41 (15), pp.7331-7338. ⟨10.1039/c7nj00365j⟩ |
| ISSN: | 1144-0546 1369-9261 |
| DOI: | 10.1039/c7nj00365j⟩ |
| Popis: | A new family of indole-based fluorescent dyes has been easily synthesized from readily available substrates. The structures of all new compounds were confirmed by NMR, IR, and HRMS and a crystallographic structure has been obtained for the 2,6-dicyanoaniline derivative 3. UV/vis absorption and photoluminescence spectroscopy analyses were performed on push-pull indole derivatives 1, 2 and 4. While the absorption maxima were almost independent of the solvent, the emission energy decreased while increasing the solvent polarity. A linear correlation between the orientation polarizability (Delta f) of the solvent and the Stokes shifts was observed and DFT calculations were carried out to study the influence of the planarity of the structures on the fluorescent quantum yields. |
| Databáze: | OpenAIRE |
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