Related Experiment Video
Updated: May 16, 2026
![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)
Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Synthesis and photophysical studies of oxazole rings containing compounds as electron accepting units
Caihong Zhang1, Lifeng Li, Hongjuan Wu
1School of Chemistry and Chemical Engineering, and Center of Environmental Science and Engineering Research, Shanxi University, Taiyuan 030006, PR China.
Abstract:
A series of oxazole derivatives, 5-methyl-2-(p-methylphenyl)-4-acetyl oxazole (MMPAO), 5-methyl-2-(p-methoxyphenyl)-4-acetyl oxazole (MOPAO), 5-methyl-2-(p-N,N'-dimethylamino-phenyl)-4-acetyl oxazole (MDMAPAO) and 5-methyl-2-(p-N,N'-diphenylaminophenyl)-4-acetyl oxazole (MDPAPAO) have been synthesized and studied to compare their photophysical properties. The UV-visible absorption spectra of MDMAPAO and MDPAPAO are bathochromatically shifted as compared to that of MMPAO and MOPAO. The fluorescence emission of MDPAPAO is very sensitive to the polarity of solvents. The magnitude of change in the dipole moment was calculated using the Lippert-Mataga equation. MDPAPAO shows the highest change in the dipole moment (Δu=13.3D) than that of the other three oxazole derivatives. The spectral properties including fluorescence quantum yield and lifetime were determined in solvents with different polarities. MDPAPAO displays the highest fluorescence quantum yield and lifetime, following a bi-exponential fluorescent decay fashion. Our result demonstrates that the excited state of MDPAPAO possesses the property of intramolecular charge transfer.
More Related Videos
07:12Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
07:30A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones
Published on: January 21, 2020
Related Concept Videos
Acid-Catalyzed Ring-Opening of Epoxides
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Base-Catalyzed Ring-Opening of Epoxides
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3