Theoretical Investigation of an Excited-State Intramolecular Proton-Transfer Mechanism for an Asymmetric Structure of 3,7-Dihydroxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde: Single or Double?

The Journal of Physical Chemistry. a
Zhe TangLiang Dong

Abstract

3,7-Dihydroxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde in methylcyclohexane solvent was chosen to investigate excited-state intramolecular proton-transfer mechanisms by using a time-dependent density functional theory method. The results show that the single- and double-proton-transfer mechanisms are related and exist simultaneously in the excited states, which differs from those reported in previous experiments ( Serdiuk , I. E. et al. RSC Adv. 2015 , 5 , 102191 - 102203 ). The analyses of bond distance, bond angle, the molecular electrostatic potential surface, and infrared vibrational spectra show that two intramolecular hydrogen bonds were formed in the S0state, and upon excitation, the two intramolecular hydrogen bonds were strengthened in the S1state, which can facilitate the proton-transfer process. The calculated absorption and fluorescence spectra agree well with the experimental results. The constructed potential energy surfaces on the S1and S0states can explain the proton-transfer process. In the S1state, three types of proton-transfer processes exist as type 1 (single-proton transfer: H2from O1to O3), type 2 (single-proton transfer: H5from O4to O6), and type 3 (double-proton transfer). The relationship of the poten...Continue Reading

References

Aug 30, 1994·Proceedings of the National Academy of Sciences of the United States of America·A Sytnik, M Kasha
Nov 16, 2006·Annual Review of Physical Chemistry·Philipp KukuraRichard A Mathies
Feb 1, 2007·Journal of the American Chemical Society·Michał Gil, Jacek Waluk
Mar 29, 2007·The Journal of Physical Chemistry. a·Guang-Jiu Zhao, Ke-Li Han
Apr 23, 2009·Journal of Chemical Information and Modeling·Peter W Kenny
Jul 4, 2009·The Journal of Physical Chemistry. a·Felix PlasserHans Lischka
Sep 23, 2009·Chemical Society Reviews·Stephen R Meech
Nov 11, 2011·Accounts of Chemical Research·Guang-Jiu Zhao, Ke-Li Han
Dec 14, 2011·Journal of Computational Chemistry·Tian Lu, Feiwu Chen
Nov 17, 2012·The Journal of Physical Chemistry. B·Shin-ichi NagaokaDan Huppert
May 31, 2013·The Journal of Physical Chemistry. a·Sandra LuberVictor S Batista
Dec 20, 2013·The Journal of Physical Chemistry. a·Joanna PiechowskaDaniel T Gryko
Nov 25, 2014·Physical Chemistry Chemical Physics : PCCP·Jinfeng ZhaoFengcai Ma
Jan 3, 2015·The Journal of Physical Chemistry. a·Jinfeng ZhaoMark R Hoffmann
Apr 23, 2015·Accounts of Chemical Research·Zhangrong LouKeli Han
Jun 1, 2017·The Journal of Physical Chemistry. a·Qiao ZhouPeng Song

❮ Previous
Next ❯

Citations

Jan 10, 2021·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Yunfan YangYongqing Li
Apr 1, 2021·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Xiuning Liang, Hua Fang
Mar 15, 2018·The Journal of Physical Chemistry. B·Zhe TangXu Fei
Jan 30, 2018·The Journal of Physical Chemistry. a·Yanliang ZhaoYunfan Yang
Apr 2, 2020·The Journal of Physical Chemistry. B·Zhe Tang, Panwang Zhou
Aug 29, 2021·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Liying SongDaoyuan Zheng

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.