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Cyclodextrin-induced room-temperature phosphorescence of nitrogen heterocycles and bridged biphenyls

Journal Article · · Anal. Chem.; (United States)
DOI:https://doi.org/10.1021/ac00267a007· OSTI ID:6357347

Cyclodextrin-enhanced room-temperature phosphorescence (CD-RTP) characteristics are reported for two- and three-ring nitrogen heterocycles and the bridged biphenyl heterocycles dibenzofuran, dibenzothiophene, and carbazole. The observation of CD-RTP is made possible by the proposed formation of a trimolecular inclusion complex composed of lumiphor, cyclodextrin, and an external heavy-atom species such as 1,2-dibromoethane. The nitrogen heterocycles exhibit phosphorescence in ..beta..-cyclodextrin which is characteristic of their unprotonated forms. Their CD-RTP is partially immune to quenching by molecular oxygen depending on the water solubility of the lumiphor. Biphenyl is a weak triplet state emitter in cyclodextrin, most probably due to stabilization of the ground-state, staggered conformation of the two aromatic rings. Bridged biphenyls, in which a five-member ring serves to induce planarity in the molecule, exhibit more intense CD-RTP than the parent compound. 25 references, 9 figures, 2 tables.

Research Organization:
Seton Hall Univ., South Orange, NJ
OSTI ID:
6357347
Journal Information:
Anal. Chem.; (United States), Journal Name: Anal. Chem.; (United States) Vol. 56:3; ISSN ANCHA
Country of Publication:
United States
Language:
English

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