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Citation
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HERO ID
1468509
Reference Type
Journal Article
Title
Diastereodifferentiation of novel naphthalene dyads by fluorescence quenching and excimer formation
Author(s)
Abad, S; Vayá, I; Jiménez, MC; Pischel, U; Miranda, MA
Year
2006
Is Peer Reviewed?
1
Journal
ChemPhysChem
ISSN:
1439-4235
EISSN:
1439-7641
Volume
7
Issue
10
Page Numbers
2175-2183
Language
English
PMID
16986198
DOI
10.1002/cphc.200600337
Web of Science Id
WOS:000241464700021
URL
http://
://WOS:000241464700021
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Abstract
Four new bichromophoric naphthalene dyads in form of diastereomeric pairs are synthesized and photophysically characterized. For a closely related group of compounds (NAP-NAP, MNAP-NAP, MNAP-MNAP), systematic variation of the urea linker led to the observation of intramolecular fluorescence quenching for tertiary urea, but not for secondary urea. Chiral information contained in the dyads has an impact on the efficiency of this process. Furthermore, for the case of (R,R)-MNAP-MNAP, excimer formation in the pre-organized dyad was noted, while being absent in the corresponding (R,S) diastereomer. These differences in photophysical behavior are ascribed to the geometry of the linker and to the chiral information contained in the diastereomeric compounds. Other dyads, such as NPX-NPX, included naproxen as the chromophore. For these compounds strong excimer emission is obtained, however, only very small diastereodifferentiation is observed for the two investigated stereoisomers.
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IRIS
•
Naphthalene
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•
Naphthalene (2021 Evidence mapping publication)
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Excluded – PECO criteria not met
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