Excited state proton transfer in the triplet state of 8-hydroxy-5-nitroquinoline: a transient absorption and time-resolved resonance Raman spectroscopic study

Literature Information

Publication Date 2022-11-24
DOI 10.1039/D2CP04315G
Impact Factor 3.676
Authors

Ran Wang, Fengjin Zhang, Xinghang Pan, Xuming Zheng, Yong Du, Binbin Xie


View Original

Abstract

8-Hydroxy-5-nitroquinoline (NO2-QN-OH) is an antimicrobial, anti-inflammatory and anticancer agent, and has been approved for use in the treatment of diseases. Its photosensitivity, however, cannot be overlooked. The photochemistry of 8-hydroxy-5-nitroquinoline in acetonitrile is investigated using transient absorption and time-resolved resonance Raman spectroscopies. By identifying the short-lived intermediates during the photoreaction, it is clear that the Tn state NO2-QN-OH is generated in 0.8 ps via an ultrafast ISC, followed by the IC in 8.5 ps to produce the T1 state. In neat acetonitrile, the T1 state NO2-QN-OH undergoes intramolecular proton transfer and tautomerizes to form T1 state NO2-QNH-O. To our knowledge, this is the first time that the intramolecular excited state proton transfer of hydroxyl-quinolines in an aprotic polar solvent is observed.

Related Literature

Facile fabrication of a 3D electrospun fibrous mat by ice-templating for a tumor spheroid culture

Yanru Li, Lingbo Sun, Hongxia Fu, Xinrui Duan

2016-10-14 Paper

DOI: 10.1039/C6PY01718E

Oxidative polymerization of catecholamines: structural access by high-resolution mass spectrometry

Christiane Lang, Kathryn E. Fairfull-Smith

2017-04-26 Communication

DOI: 10.1039/C7PY00506G

Trityl-based alkoxyamines as NMP controllers and spin-labels

Gérard Audran, Paul Brémond, Mariya V. Edeleva, Dmitriy A. Parkhomenko, Evgeny V. Tretyakov, Svetlana I. Zhivetyeva

2016-10-12 Paper

DOI: 10.1039/C6PY01303A

Contents list

Front/Back Matter

DOI: 10.1039/C7PY90124K

Front cover

Cover

DOI: 10.1039/C6PY90165D

Reductive triblock copolymer micelles with a dynamic covalent linkage deliver antimiR-21 for gastric cancer therapy

Changyu He, Zhen Zhang, Qinglai Yang, Qing Chang, Zhifeng Shao, Yu-Mei Shen, Bingya Liu, Zhenggang Zhu

2016-06-01 Paper

DOI: 10.1039/C6PY00651E

All-thiophene-based conjugated porous organic polymers

Peng-Fei Wang, Hua Wang, Bao-Hang Han

2016-07-15 Paper

DOI: 10.1039/C6PY00725B

A multifunctional statistical copolymer vesicle for water remediation

Jiangang Xiao

2016-06-15 Paper

DOI: 10.1039/C6PY00763E

You might also like

Compound Q&A

What precautions should be taken when handling 2-Methyl-2-propanyl 5-amino-2-thiophenecarboxylate (CAS: 1498311-57-1)?

When handling 2-Methyl-2-propanyl 5-amino-2-thiophenecarboxylate (CAS: 1498311-5...

1498311-57-12-Methyl-2-propanyl ...
Compound Q&A

What are the physical and chemical properties of 5-Bromo-1,2-dichloro-3-fluorobenzene (CAS: 1000572-93-9)?

5-Bromo-1,2-dichloro-3-fluorobenzene (CAS: 1000572-93-9) is a crystalline solid ...

1000572-93-95-Bromo-1,2-dichloro...
Compound Q&A

How should (2R)-2-Amino-2-(4-bromophenyl)ethanol (CAS: 354153-64-3) be stored?

(2R)-2-Amino-2-(4-bromophenyl)ethanol (CAS: 354153-64-3) should be stored in a c...

354153-64-3(2R)-2-Amino-2-(4-br...
Compound Q&A

What regulatory guidelines apply to Methyl 4-(aminomethyl)tetrahydro-2H-pyran-4-carboxylate hydrochloride (CAS: 362707-24-2)?

Methyl 4-(aminomethyl)tetrahydro-2H-pyran-4-carboxylate hydrochloride (CAS: 3627...

362707-24-2Methyl 4-(aminomethy...
Compound Q&A

What are the main uses of 1,4-dimethyl-1H-pyrazole-5-sulfonyl chloride (CAS: 1174834-52-6)?

1,4-Dimethyl-1H-pyrazole-5-sulfonyl chloride is primarily used as an intermediat...

1174834-52-61,4-dimethyl-1H-pyra...
Compound Q&A

Is Dinaphtho[1,2-b:2',1'-d]furan (CAS: 239-69-0) safe?

Dinaphtho[1,2-b:2',1'-d]furan is generally safe when handled with appropriate pe...

239-69-0Dinaphtho[1,2-b:2',1...
Compound Q&A

What is the market or research trend for 7-Methyl-7,9-dihydro-1H-purine-2,6,8(3H)-trione (CAS: 612-37-3)?

The market for 7-Methyl-7,9-dihydro-1H-purine-2,6,8(3H)-trione (CAS: 612-37-3) i...

612-37-37-Methyl-7,9-dihydro...
Compound Q&A

What are the physical and chemical properties of 2-(4-Chlorophenyl)malonaldehyde (CAS: 205676-17-1)?

2-(4-Chlorophenyl)malonaldehyde (CAS: 205676-17-1) is a colorless or light yello...

205676-17-12-(4-Chlorophenyl)ma...
Compound Q&A

How is 2-Methylchrysene (CAS: 3351-32-4) typically synthesized?

2-Methylchrysene (CAS: 3351-32-4) is typically synthesized via the reaction of c...

3351-32-42-Methylchrysene
Compound Q&A

Is N-(6-aminopyrimidin-4-yl)acetamide (CAS: 89533-23-3) safe?

N-(6-aminopyrimidin-4-yl)acetamide (CAS: 89533-23-3) is generally considered saf...

89533-23-3N-(6-aminopyrimidin-...

Source Journal

Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics
CiteScore: 5.5
Self-citation Rate: 10.3%
Articles per Year: 3036

Physical Chemistry Chemical Physics (PCCP) is an international journal co-owned by 19 physical chemistry and physics societies from around the world. This journal publishes original, cutting-edge research in physical chemistry, chemical physics and biophysical chemistry. To be suitable for publication in PCCP, articles must include significant innovation and/or insight into physical chemistry; this is the most important criterion that reviewers and Editors will judge against when evaluating submissions. The journal has a broad scope and welcomes contributions spanning experiment, theory, computation and data science. Topical coverage includes spectroscopy, dynamics, kinetics, statistical mechanics, thermodynamics, electrochemistry, catalysis, surface science, quantum mechanics, quantum computing and machine learning. Interdisciplinary research areas such as polymers and soft matter, materials, nanoscience, energy, surfaces/interfaces, and biophysical chemistry are welcomed if they demonstrate significant innovation and/or insight into physical chemistry. Joined experimental/theoretical studies are particularly appreciated when complementary and based on up-to-date approaches.

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.