Two Excited State Structures of Donor-Acceptor Substituted "Proton Sponge"

Photoexcitation of “proton sponge” 1,8-bis (dimethylamino) naphthalene (DMAN) leads to charge transfer (CT) emission. This work demonstrates that substitution of DMAN with a strong electron acceptor group (CN) results in CN-DMAN and leads to a stronger orbital decoupling between the Donor and Accept...

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Veröffentlicht in:Key engineering materials 2005-01, Vol.277-279, p.1060-0
Hauptverfasser: Pozharsky, A.F., Buma, W.J., Deperasińska, I., Balkowski, G., Szemik Hojniak, A., Vistorobskii, N.V.
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Sprache:eng
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Zusammenfassung:Photoexcitation of “proton sponge” 1,8-bis (dimethylamino) naphthalene (DMAN) leads to charge transfer (CT) emission. This work demonstrates that substitution of DMAN with a strong electron acceptor group (CN) results in CN-DMAN and leads to a stronger orbital decoupling between the Donor and Acceptor groups and to a more effective CT process (λF = 630 nm). The theoretical absorption spectrum calculated for CN-DMAN using the ZINDO method on its ground state ab initio [HF/6-31G(d)] optimized geometry reproduces a better experimental spectrum than that calculated using the RCIS method. It also shows that AM1 excited state (1La) optimization reveals two quasi-degenerated states with anti-quinoidal (A) and quinoidal (B) structures and the CT nature. Both structures may contribute more or less equally to the fluorescence of CN-DMAN in a solution.
ISSN:1013-9826
1662-9795
1662-9795
DOI:10.4028/www.scientific.net/KEM.277-279.1060