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@article{1081098,
author = {Klíčová, Ľubica and Šebej, Peter and Šolomek, Tomáš and Hellrung, Bruno and Slavíček, Petr and Klán, Petr and Heger, Dominik and Wirz, Jakob},
article_location = {USA},
article_number = {11},
doi = {http://dx.doi.org/10.1021/jp3011469},
keywords = {Photochemistry; p-Hydroxyacetophenone; Laser flash spectroscopy},
language = {eng},
issn = {1089-5639},
journal = {Journal of Physical Chemistry A},
title = {Adiabatic Triplet State Tautomerization of p-Hydroxyacetophenone in Aqueous Solution},
url = {http://pubs.acs.org/doi/abs/10.1021/jp3011469},
volume = {116},
year = {2012}
}
TY - JOUR
ID - 1081098
AU - Klíčová, Ľubica - Šebej, Peter - Šolomek, Tomáš - Hellrung, Bruno - Slavíček, Petr - Klán, Petr - Heger, Dominik - Wirz, Jakob
PY - 2012
TI - Adiabatic Triplet State Tautomerization of p-Hydroxyacetophenone in Aqueous Solution
JF - Journal of Physical Chemistry A
VL - 116
IS - 11
SP - 2935-2944
EP - 2935-2944
PB - The American Chemical Society
SN - 10895639
KW - Photochemistry
KW - p-Hydroxyacetophenone
KW - Laser flash spectroscopy
UR - http://pubs.acs.org/doi/abs/10.1021/jp3011469
N2 - The primary photophysical processes of p-hydroxyacetophenone (HA) and the ensuing proton transfer reactions in aqueous solution were investigated by picosecond pump–probe spectroscopy and nanosecond laser flash photolysis. Previous studies have led to mutually inconsistent conclusions. The combined data allow us to rationalize the excited-state proton transfer processes of HA in terms of a comprehensive, well-established reaction scheme. Following fast and quantitative ISC to the triplet state, 3HA*, adiabatic proton transfer through solvent water simultaneously forms both the anion, 3A–*, and the quinoid triplet enol tautomer, 3Q*. The latter subsequently equilibrates with its anion 3A–*. Ionization and tautomerization are likely to compete with the desired release reactions of p-hydroxyphenacyl photoremovable protecting groups.
ER -
KLÍČOVÁ, Ľubica, Peter ŠEBEJ, Tomáš ŠOLOMEK, Bruno HELLRUNG, Petr SLAVÍČEK, Petr KLÁN, Dominik HEGER a Jakob WIRZ. Adiabatic Triplet State Tautomerization of p-Hydroxyacetophenone in Aqueous Solution. \textit{Journal of Physical Chemistry A}. USA: The American Chemical Society, roč.~116, č.~11, s.~2935-2944. ISSN~1089-5639. doi:10.1021/jp3011469. 2012.
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