1,5-Prodan Emits from a Planar Intramolecular Charge-Transfer Excited State | Zendy

Tao Chen | Zendy; Samuel W. Lee | Zendy; Christopher J. Abelt | Zendy

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1,5-Prodan Emits from a Planar Intramolecular Charge-Transfer Excited State

Author(s) -

Tao Chen,

Samuel W. Lee,

Christopher J. Abelt

Publication year - 2018

Publication title -

acs omega

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.8b00423

Subject(s) - intramolecular force , excited state , solvatochromism , fluorescence , ring (chemistry) , planar , photochemistry , chemistry , naphthalene , charge (physics) , stereochemistry , atomic physics , organic chemistry , physics , optics , computer graphics (images) , quantum mechanics , computer science

1-Propionyl-5-dimethylaminonaphthalene ( 8 , 1,5-Prodan) and two derivatives where the amino group is constrained in a seven-membered ( 9 ) and five-membered ( 10 ) ring are prepared. All three exhibit strong fluorescence and similar degrees of solvatochromism. Their fluorescence is strongly quenched in alcohol solvents. Because the amino group in 9 and especially 10 is forced to be coplanar with the naphthalene ring, the similar photophysical behavior of all three suggests that emission arises from a planar excited state (planar intramolecular charge transfer).

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