4.5 Article

Photoinduced Intramolecular Charge Transfer and Hyperpolarizability Coefficient in Push-Pull Pyridinium Salts with Increasing Strength of the Acceptor Group

Journal

CHEMPLUSCHEM
Volume 83, Issue 11, Pages 1021-1031

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cplu.201800393

Keywords

charge transfer; hyperpolarizability coefficient; push-pull systems; pyridinium salts; solvatochromism

Funding

  1. MIUR
  2. Universita degli Studi di Perugia

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The synthesis of three push-pull cationic dyes is reported here together with a photophysical study carried out by stationary and ultrafast spectroscopies. The hyperpolarizability (beta) values of the three molecules have been estimated through a simple solvatochromic method based on conventional, low-cost equipment, which had been tested previously with success in our laboratory. The investigated pyridinium salts showing strong negative solvatochromism bear the same piperidine ring as a strong electron-donor group and the same thiophenes as electron-rich pi-linkers, but differ in terms of the N-substituent on the electron-acceptor pyridinium unit, namely N-methyl in compound A, N-pyrimidin-2yl in B and N-2,4-dinitrophenyl in C. The derived beta values were found to increase (in the order A

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