Dehydrogenation induced inhibition of intramolecular charge transfer in substituted pyrazoline analogues
| Autor: | Dipanwita Banerjee, Pronab Kundu, Nitin Chattopadhyay, Gourhari Maiti |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
Chemistry
Aromatization General Physics and Astronomy Pyrazoline 02 engineering and technology 010402 general chemistry 021001 nanoscience & nanotechnology Ring (chemistry) Photochemistry 01 natural sciences 0104 chemical sciences chemistry.chemical_compound Intramolecular force Excited state Dehydrogenation Steady state (chemistry) Physical and Theoretical Chemistry 0210 nano-technology HOMO/LUMO |
| Zdroj: | Physical Chemistry Chemical Physics. 19:11937-11946 |
| ISSN: | 1463-9084 1463-9076 |
| Popis: | The detailed photophysics of (E)-1,5-diphenyl-3-styryl-4,5-dihydro-1H-pyrazole (DSDP) and (E)-1,5-diphenyl-3-styryl-1H-pyrazole (DSP) has been investigated and compared to demonstrate the drastic modification of the photophysics upon dehydrogenation of the pyrazoline ring. While DSDP gives dual absorption and dual emission bands corresponding to the locally excited (LE) and the intramolecular charge transfer (ICT) species, DSP yields single absorption and emission bands for the locally excited species only. Comparative steady state and time resolved fluorometric studies reveal that aromatization of the pyrazoline ring inhibits the formation of the ICT species. Quantum chemical calculations corroborate and rationalize the inhibition of the ICT process upon aromatization through depiction of the differential electronic distributions in the highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) of the two fluorophores. |
| Databáze: | OpenAIRE |
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