Fast photo-processes in triazole-based push–pull systems

Literature Information

Publication Date 2010-01-27
DOI 10.1039/B921322H
Impact Factor 3.676
Authors

Peter D. Zoon, Ivo H. M. van Stokkum, Albert M. Brouwer


View Original

Abstract

Electron donor–acceptor compounds 1 (asymmetrical push–pull derivative) and 2 (symmetrical push–pull–push derivative) were studied in which one (push–pull) or two aniline units (push–pull–push) are connected to a biphenyl group via triazole linkers, made by “click” chemistry. Steady-state and time-resolved spectroscopies indicate that highly dipolar charge separated excited states are populated in moderately polar solvents. The very similar photophysical behavior of both compounds implies symmetry breaking in the excited state of 2. The polarity of the solvent determines the efficiency of formation of the charge separated state. While in toluene it is very low, it becomes very high in acetonitrile. The bis-triazole substituted biphenyl unit in 2 behaves as a better electron acceptor than the mono-triazole substituted biphenyl in 1, which leads to a more facile charge separation in 2. Rates of charge separation are of the order of 1011–1012 s−1, and increase with solvent polarity.

Related Literature

Efficient localization of a native metal ion within a protein by Cu2+-based EPR distance measurements

Austin Gamble Jarvi, Timothy F. Cunningham, Sunil Saxena

2019-02-04 Paper

DOI: 10.1039/C8CP07143H

Red-shifted delayed fluorescence at the expense of photoluminescence quantum efficiency – an intramolecular charge-transfer molecule based on a benzodithiophene-4,8-dione acceptor

Stephanie Montanaro, Alexander J. Gillett, Sascha Feldmann, Emrys W. Evans, Felix Plasser, Richard H. Friend, Iain A. Wright

2019-05-06 Paper

DOI: 10.1039/C9CP02186H

Improving the accuracy of Cu(ii)–nitroxide RIDME in the presence of orientation correlation in water-soluble Cu(ii)–nitroxide rulers

Irina Ritsch, Henrik Hintz, Gunnar Jeschke, Adelheid Godt, Maxim Yulikov

2019-04-18 Paper

DOI: 10.1039/C8CP06573J

How ions block the single-file water transport through a carbon nanotube

Zhenglong Su, Jingyi Chen, Yunzhen Zhao, Jiaye Su

2019-05-04 Paper

DOI: 10.1039/C9CP01714C

Furthering the reaction mechanism of cationic vanadium clusters towards oxygen

Haiming Wu

2019-05-03 Paper

DOI: 10.1039/C9CP01192G

Multiple glass transitions in vapor-deposited orientational glasses of the most fragile plastic crystal Freon 113

A. Vila-Costa, J. Ràfols-Ribé, M. Gonzalez-Silveira, A. Lopeandía, J. Ll. Tamarit, J. Rodríguez-Viejo

2019-04-30 Paper

DOI: 10.1039/C9CP00976K

Ultrafast photoisomerisation of an isolated retinoid

James N. Bull, Christopher W. West, Cate S. Anstöter, Gabriel da Silva, Evan J. Bieske, Jan R. R. Verlet

2019-05-02 Paper

DOI: 10.1039/C9CP01624D

You might also like

Compound Q&A

What precautions should be taken when handling 2-Chloro-1,2-bis(4-methylphenyl)ethanone (CAS: 71193-32-3)?

When handling 2-Chloro-1,2-bis(4-methylphenyl)ethanone (CAS: 71193-32-3), it is ...

71193-32-32-Chloro-1,2-bis(4-m...
Compound Q&A

What industries use 4-Ethoxy-3-(5-methyl-4-oxo-7-propyl-1,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)benzenesulfonyl chloride (CAS: 224789-26-8)?

4-Ethoxy-3-(5-methyl-4-oxo-7-propyl-1,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl...

224789-26-84-Ethoxy-3-(5-methyl...
Compound Q&A

How should Methyl 3-Oxo-4-Androsten-17-Carboxylate (CAS: 2681-55-2) be stored?

Methyl 3-Oxo-4-Androsten-17-Carboxylate (CAS: 2681-55-2) should be stored in a c...

2681-55-2Methyl 3-Oxo-4-Andro...
Compound Q&A

What are the main uses of (R)-3-Amino-4-(3-hexylphenylamino)-4-oxobutylphosphonic acid (CAS: 909725-61-7)?

(R)-3-Amino-4-(3-hexylphenylamino)-4-oxobutylphosphonic acid is primarily used i...

909725-61-7(R)-3-Amino-4-(3-hex...
Compound Q&A

What regulatory guidelines apply to 2-Methyl-2-propanyl 3-amino-3-carbamoyl-1-azetidinecarboxylate (CAS: 1254120-14-3)?

2-Methyl-2-propanyl 3-amino-3-carbamoyl-1-azetidinecarboxylate (CAS: 1254120-14-...

1254120-14-32-Methyl-2-propanyl ...
Compound Q&A

Are there alternatives to (E)-4-(tert-Butoxy)-4-oxobut-2-enoic acid (CAS: 135355-96-3) in synthesis?

There are alternative reagents that can be used in synthesis instead of (E)-4-(t...

135355-96-3(E)-4-(tert-Butoxy)-...
Compound Q&A

What are the physical and chemical properties of [2-(3-Chlorophenyl)-1,3-thiazol-4-yl]methanol (CAS: 121202-20-8)?

[2-(3-Chlorophenyl)-1,3-thiazol-4-yl]methanol (CAS: 121202-20-8) is a crystallin...

121202-20-8[2-(3-Chlorophenyl)-...
166249-17-8Methyl (2S)-[(4S)-2,...
Compound Q&A

What is the market or research trend for 1-Bromo-2-isocyanatoethane (CAS: 42865-19-0)?

The market for 1-Bromo-2-isocyanatoethane (CAS: 42865-19-0) is driven by its use...

42865-19-01-Bromo-2-isocyanato...
Compound Q&A

What are the main uses of 4-Nitro-D-phenylalanine hydrochloride (CAS: 147065-06-3)?

4-Nitro-D-phenylalanine hydrochloride (CAS: 147065-06-3) is primarily used in re...

147065-06-34-Nitro-D-phenylalan...

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 Compounds

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.