Repozytorium
Wyszukaj
Kolekcje
Inne
The role of ring substituents on hydrogen bonding of 5-cyano-2-hydroxyacetophenone and 2-hydroxy-4-methoxy-5-nitroacetophenone in the ground and excited states.
Autorzy
Rok wydania
2007
Czasopismo
Journal of Molecular Structure
Numer woluminu
844-845
Strony
77-82
DOI
10.1016/j.molstruc.2007.04.007
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
The crystal structures of two ortho-hydroxyacetophenones (5-cyano-2-hydroxyacetophenone and 2-hydroxy-4-methoxy-5-nitroacetophenone) were determined by X-ray diffraction at 100 K. These experimental values are compared with quantum mechanical DFT calculations (B3LYP/6-311++G(d,p)). DFT calculations have resulted in potential energy surfaces for the ground state (GSPES). The effect of intramolecular interactions, in particular of intramolecular hydrogen bonds, on steady-state fluorescence spectra in non-polar solvents and solid state at room temperature show interesting results. Excited state intramolecular proton transfer (ESIPT) was evidenced by a large Stokes shifted fluorescence (∼11,000 cm−1). Intensive fluorescence was observed in the solid state of 5-cyano-2-hydroxyacetophenone.
Słowa kluczowe
Intramolecular hydrogen bonds, Ortho-Hydroxyacetophenones, Excited state intramolecular proton transfer, B3LYP/6-311++G(dp), Fluorescence spectroscopy
Adres publiczny
https://doi.org/10.1016/j.molstruc.2007.04.007
Strona internetowa wydawcy
Podobne publikacje
Crystal structure, spectroscopic, and theoretical studies of 2-methylamino-6-methyl-4-nitropyridine N-oxide.
Wiśniewski Łukasz, Urbanowicz Agnieszka, Jerzykiewicz Lucjan, Makarewicz A., Deperasińska Irena, Van der Zwan G., Haraszkiewicz N., Puszko Aniela, Szemik-Hojniak Anna
2,7-disubstituted proton sponges as borderline systems for investigating barrier-free intramolecular hydrogen bonds. Protonated 2,7-bis(trimethylsilyl)- and 2,7-di(hydroxymethyl)-1,8-bis(dimethylamino)naphthalenes.
Degtyarev A. V., Ryabtsova O. V., Pozharskii Alexander F., Ozeryanskii Valery A., Starikova Z. A., Sobczyk Lucjan, Filarowski Aleksander