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Anti-Kasha Behavior of 3-Hydroxyflavone and Its Derivatives

Department of Chemistry, University of Hong Kong, Hong Kong 999077, China
Guangdong-Hong Kong-Macao Joint Laboratory of Optoelectronic and Magnetic Functional Materials, Hong Kong 999077, China
Authors to whom correspondence should be addressed.
Academic Editor: Ki Hyun Nam
Int. J. Mol. Sci. 2021, 22(20), 11103;
Received: 11 August 2021 / Revised: 6 October 2021 / Accepted: 7 October 2021 / Published: 14 October 2021
(This article belongs to the Special Issue Molecular Dynamics from Macromolecule to Small Molecules)
Excited state intramolecular proton transfer (ESIPT) in 3-hydroxyflavone (3HF) has been known for its dependence on excitation wavelength. Such a behavior violates Kasha’s rule, which states that the emission and photochemistry of a compound would only take place from its lowest excited state. The photochemistry of 3HF was studied using femtosecond transient absorption spectroscopy at a shorter wavelength excitation (266 nm), and these new experimental findings were interpreted with the aid of computational studies. These new results were compared with those from previous studies that were obtained with a longer wavelength excitation and show that there exists a pathway of proton transfer that bypasses the normal first excited state from the higher excited state to the tautomer from first excited state. The experimental data correlate with the electron density difference calculations such that the proton transfer process is faster on the longer excitation wavelength than compared to the shorter excitation wavelength. View Full-Text
Keywords: anti-Kasha; ESIPT; 3-hydroxyflavone anti-Kasha; ESIPT; 3-hydroxyflavone
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MDPI and ACS Style

Fan, K.W.; Luk, H.L.; Phillips, D.L. Anti-Kasha Behavior of 3-Hydroxyflavone and Its Derivatives. Int. J. Mol. Sci. 2021, 22, 11103.

AMA Style

Fan KW, Luk HL, Phillips DL. Anti-Kasha Behavior of 3-Hydroxyflavone and Its Derivatives. International Journal of Molecular Sciences. 2021; 22(20):11103.

Chicago/Turabian Style

Fan, Ka W., Hoi L. Luk, and David L. Phillips 2021. "Anti-Kasha Behavior of 3-Hydroxyflavone and Its Derivatives" International Journal of Molecular Sciences 22, no. 20: 11103.

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