Kanosecond flash photolysis of 1,2-and 1,8-dinitronaphthalenes (1,2-DNOzN; 1,8-DN02N) in nonpolar and polar solvents shows transient species with absorption maxima and lifetimes dependent on solvent polarity. In deaerated n-hexane the absorption maxima and lifetimes ( l / K ) are 490 nm and 1.0 psec
Triplet excited states of nitronaphthalenes. III. 1,4-dinitronaphthalene
✍ Scribed by C. Capellos; K. Suryanarayanan
- Publisher
- John Wiley and Sons
- Year
- 1976
- Tongue
- English
- Weight
- 360 KB
- Volume
- 8
- Category
- Article
- ISSN
- 0538-8066
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✦ Synopsis
Nanosecond flash photolysis of 1,4-dinitronaphthalene (1,4-DNOZN) in aerated and deaerated solvents shows a transient species with absorption maximum at 545 nm. The maximum of the transient absorption is independent of solvent polarity and its lifetime seems to be a function of the hydrogen donor efficiency of the solvent. The transient absorption is attributed to the lowest excited triplet state of 1,4-DNOzN. The reactivity of this state for hydrogen abstraction from tributyl tin hydride (BusSnH), K , = 3.8 X 10SM-' sec, is almost equal to that of nitrobenzene triplet state which has been characterized as an n -+ T * state. Based on spectroscopic and kinetic evidence obtained in the present work, the triplet state of 1 ,4-DN02N behaves as an n + T * state in nonpolar solvents, while in polar solvents the state is predominantly n + T * with a small amount of intramolecular charge transfer character.
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