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Regioisomeric Effects on the Excited State Processes of a Cyclodextrin Modified with a Lumophore
Author(s) -
Mortellaro Mark A.,
Hartmann Wanda K.,
Nocera Daniel G.
Publication year - 1996
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199619451
Subject(s) - phosphorescence , chemistry , excited state , cyclodextrin , photochemistry , ether , primary (astronomy) , oxygen , structural isomer , oxygen atom , linkage (software) , stereochemistry , organic chemistry , molecule , fluorescence , atomic physics , optics , physics , biochemistry , astronomy , gene
An extraordinarily large difference in the photochemical behavior of the regioisomers is observed when the bromonaphthalene lumophore is appended to the primary or the secondary OH groups of β‐cyclodextrin. In the first case when this lumophore lies outside the cavity (bottom left, oxygen of ether linkage shown in black), no phosphorescence is observed. In the second case, however, the lumophore shows bright phosphorescence even in the presence of air, which strongly suggests that it is included within the cavity (bottom right).

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