Source:http://linkedlifedata.com/resource/pubmed/id/12670214
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| Predicate | Object |
|---|---|
| rdf:type | |
| lifeskim:mentions | |
| pubmed:issue |
14
|
| pubmed:dateCreated |
2003-4-2
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| pubmed:abstractText |
The ground- and excited-state acidities of 3- and 4-hydroxystilbene have been investigated in aqueous solution. Approximate pKa* values determined from the Förster equation are similar for the two isomers; however, 3-hydroxystilbene behaves as a photoacid in water, whereas 4-hydroxystilbene does not. Singular value decomposition with self-modeling is used to obtain more accurate pKa* values for 3-hydroxystilbene. The different behavior of the isomeric hydroxystilbenes is attributed to differences in their excited-state C=C torsional barriers. 3-Hydroxystilbene has a high barrier and a long singlet lifetime, permitting proton transfer to compete with other singlet decay pathways, whereas 4-hydroxystilbene has a low barrier, and thus proton transfer cannot compete with C=C torsion.
|
| pubmed:language |
eng
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| pubmed:journal | |
| pubmed:status |
PubMed-not-MEDLINE
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| pubmed:month |
Apr
|
| pubmed:issn |
0002-7863
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| pubmed:author | |
| pubmed:issnType |
Print
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| pubmed:day |
9
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| pubmed:volume |
125
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| pubmed:owner |
NLM
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| pubmed:authorsComplete |
Y
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| pubmed:pagination |
4044-5
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| pubmed:dateRevised |
2008-1-17
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| pubmed:year |
2003
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| pubmed:articleTitle |
Hydroxystilbene isomer-specific photoisomerization versus proton transfer.
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| pubmed:affiliation |
Department of Chemistry, Northwestern University, Evanston, Illinois 60208-3113, USA. lewis@chem.northwestern.edu
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| pubmed:publicationType |
Journal Article
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