TY - JOUR
T1 - Solvent influence on excited-state intramolecular proton transfer in 3-hydroxychromone derivatives studied by cryogenic high-resolution fluorescence spectroscopy
AU - Bader, A.N.
AU - Pivovarenko, V.
AU - Demchenko, A.P.
AU - Ariese, F.
AU - Gooijer, C.
PY - 2003
Y1 - 2003
N2 - High-resolution Shpol'skii spectra (recorded at 10 K in n-octane) of 3-hydroxychromone (3HC) substituted at the 2-position with a furan (3HC-F), a benzofuran (3HC-BF) or a naphthofuran group (3HC-NF) are presented. Being close analogues of 3-hydroxyflavone (3HF), these compounds can undergo excited-state intramolecular proton transfer (ESIPT). Luminescence can occur from the normal N* state (blue) or from the tautomeric T* state (green). Whether blue or green emission is observed is strongly dependent on hydrogen-bonding interactions with the environment. For all three chromones studied, high-resolution emission spectra in the green region (T*→T) were obtained in pure n-octane, showing four sites with distinct emission bands and detailed vibrational structures, whereas no blue emission was detected. Contrary to the spectra published for 3HF, the emission lines were very narrow (line-broadening effects beyond detection) which implies that the ESIPT rate constants are >10
AB - High-resolution Shpol'skii spectra (recorded at 10 K in n-octane) of 3-hydroxychromone (3HC) substituted at the 2-position with a furan (3HC-F), a benzofuran (3HC-BF) or a naphthofuran group (3HC-NF) are presented. Being close analogues of 3-hydroxyflavone (3HF), these compounds can undergo excited-state intramolecular proton transfer (ESIPT). Luminescence can occur from the normal N* state (blue) or from the tautomeric T* state (green). Whether blue or green emission is observed is strongly dependent on hydrogen-bonding interactions with the environment. For all three chromones studied, high-resolution emission spectra in the green region (T*→T) were obtained in pure n-octane, showing four sites with distinct emission bands and detailed vibrational structures, whereas no blue emission was detected. Contrary to the spectra published for 3HF, the emission lines were very narrow (line-broadening effects beyond detection) which implies that the ESIPT rate constants are >10
U2 - 10.1016/S1386-1425(02)00361-X
DO - 10.1016/S1386-1425(02)00361-X
M3 - Article
SN - 1386-1425
VL - 59
SP - 1593
EP - 1603
JO - Spectrochimica Acta Part A. Molecular and Biomolecular Spectroscopy
JF - Spectrochimica Acta Part A. Molecular and Biomolecular Spectroscopy
IS - 7
ER -
