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

Journal Article · Sun Jan 01 04:00:00 EST 1984 · Anal. Chem.; (United States)

DOI:https://doi.org/10.1021/ac00267a007· OSTI ID:6357347

Scypinski, S; Love, L J.C.

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

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400104* -- Spectral Procedures-- (-1987)
400301 -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
ACRIDINES
AROMATICS
AZAARENES
AZINES
AZOLES
BENZOFURANS
BIPHENYL
CARBAZOLES
CARBOHYDRATES
CHEMICAL ANALYSIS
CHEMICAL REACTION KINETICS
CONDENSED AROMATICS
DATA
DEXTRIN
ELEMENTS
EMISSION SPECTRA
EMISSION SPECTROSCOPY
EXPERIMENTAL DATA
FLUORENE
FLUORESCENCE
FLUORESCENCE SPECTROSCOPY
FURANS
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
INFORMATION
KINETICS
LUMINESCENCE
MEDIUM TEMPERATURE
MICELLAR SYSTEMS
NONMETALS
NUMERICAL DATA
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
OXYGEN
PH VALUE
PHENANTHROLINES
PHENAZINE
PHOSPHORESCENCE
POLYSACCHARIDES
PYRAZINES
PYRIDINES
QUANTITATIVE CHEMICAL ANALYSIS
QUINOLINES
REACTION KINETICS
SACCHARIDES
SPECTRA
SPECTROSCOPY
THIONAPHTHENES