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Charge Transfer Complexes Formation Between Benzoanthracenones and Amines

Julio R. De la Fuente 1Carolina Bravo Lizama 1María de los Angeles Juricic-Urzua 1Paula C. Savé Bernales 1Claudio Saitz Barria 1Carolina Jullian 1Eduardo Sobarzo-Sánchez 2

1. Universidad de Chile, Olivos 1007, Casilla 233, Santiago 1, Santiago 6640750, Chile
2. University of Santiago (USC), Avda. Ciencias s/n, Santiago de Compostela 15782, Spain

Abstract

The compounds of the scheme shown below practically do not present appreciable fluorescence in solution. However, an enhancement of fluorescence is notable in the presence of amines, being even observed the appearance from a blue coloration at high amine concentrations suggesting the formation of charge transfer complex, CTC.

CTC.gif.gif

The CTC formation that resulted from the transfer of an electron from the amine to the benzoanthracenones was studied by fluorescent titration by plotting I°/(I - I°) v/s 1/[amine]. The complex formation constants were reported with different amines. We accurately reproduced the experimental absorption spectra of the CTC by applying Molecular Mechanics methods to generate the CTC starting from the radical ions of the amine and the benzoanthracenone followed by ZINDO/S-PM3 and semi-empirical calculations.

Aknowledgment to FONDECYT, Proyecto Nº1030963, Proyecto Facultad-CEPEDEQ-2003 y a DI Universidad de Chile.

 

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Related papers

Presentation: poster at 18th Conference on Physical Organic Chemistry, Posters, by Julio R. De la Fuente
See On-line Journal of 18th Conference on Physical Organic Chemistry

Submitted: 2006-05-24 20:27
Revised:   2009-06-07 00:44