Large protonation-gated photochromism of an OPE-embedded difurylperfluorocyclopentene

Literature Information

Publication Date 2015-01-23
DOI 10.1039/C4CP05258G
Impact Factor 3.676
Authors

Jannic Wolf, Thomas Huhn, Ulrich E. Steiner


View Original

Abstract

A recently reported protolytic gating effect on the ring closing reaction of an oligo(phenylene ethynylene) (OPE) embedded difurylperfluorocyclopentene (S) with a dimethylaminophenyl chain link in each of the side arms, was quantitatively analyzed in detail. The reaction system (So, SoH+, SoH22+, Sc, ScH+, ScH22+) comprising three protolytic forms in both open and closed configuration, is characterized by four protolytic equilibrium constants and six photochemical quantum yields of ring closing and ring opening. The absorption spectra, conductivity, and effective photochemical quantum yields were measured in acetonitrile as functions of solvent acidity varied by addition of trifluoroacetic acid and triethylamine and characterized by an effective pHnon-aq. Based on the derivation of a rigorous method for assessing the individual quantum yields of ring closure and ring opening of the six species, it was shown that it is specifically the second protonation step that is responsible for a more than 10-fold increase in the quantum yield of ring closure.

Related Literature

Targeted disruption of PKC from AKAP signaling complexes

Ameya J. Limaye, George N. Bendzunas, Eileen J. Kennedy

2021-07-19 Communication

DOI: 10.1039/D1CB00106J

Immunopharmacotherapeutic advancements in addressing methamphetamine abuse

Jinny Claire Lee, Kim D. Janda

2020-10-08 Review Article

DOI: 10.1039/D0CB00165A

A peptidic inhibitor for PD-1 palmitoylation targets its expression and functions

Han Yao, Chushu Li, Fang He, Teng Song, Jean-Philippe Brosseau, Huanbin Wang, Haojie Lu, Caiyun Fang, Hubing Shi, Jiang Lan, Jing-Yuan Fang, Jie Xu

2020-11-03 Paper

DOI: 10.1039/D0CB00157K

A bicyclic S-adenosylmethionine regeneration system applicable with different nucleosides or nucleotides as cofactor building blocks

Désirée Popadić, Dipali Mhaindarkar, Mike H. N. Dang Thai, Helen C. Hailes, Silja Mordhorst, Jennifer N. Andexer

2021-03-22 Paper

DOI: 10.1039/D1CB00033K

A live-cell assay for the detection of pre-microRNA–protein interactions

Sydney L. Rosenblum, Daniel A. Lorenz

2020-12-08 Paper

DOI: 10.1039/D0CB00055H

Deciphering the substrate recognition mechanisms of the heparan sulfate 3-O-sulfotransferase-3

Rylee Wander, Andrea M. Kaminski, Yongmei Xu, Vijayakanth Pagadala, Juno M. Krahn, Truong Quang Pham, Jian Liu, Lars C. Pedersen

2021-05-28 Paper

DOI: 10.1039/D1CB00079A

Continuous direct anodic flow oxidation of aromatic hydrocarbons to benzyl amides

Mikhail A. Kabeshov, Biagia Musio, Steven V. Ley

2017-11-02 Communication

DOI: 10.1039/C7RE00164A

Site-specific modification and segmental isotope labelling of HMGN1 reveals long-range conformational perturbations caused by posttranslational modifications

Gerhard Niederacher, Debra Urwin, Yasmin Dijkwel, David J. Tremethick, K. Johan Rosengren, Christian F. W. Becker, Anne C. Conibear

2021-01-05 Paper

DOI: 10.1039/D0CB00175A

Biosynthesis of alkyne-containing natural products

Xinyang Li, Jian-Ming Lv, Dan Hu

2020-12-21 Review Article

DOI: 10.1039/D0CB00190B

Cyclic peptide scaffold with ability to stabilize and deliver a helical cell-impermeable cargo across membranes of cultured cancer cells

Nicole Lawrence, Grégoire J.-B. Philippe, Peta J. Harvey, Nicholas D. Condon, Olivier Cheneval, David J. Craik

2020-10-20 Paper

DOI: 10.1039/D0CB00099J

You might also like

Compound Q&A

How should waste containing N-Methoxy-N-methyl-1,3-thiazole-5-carboxamide (CAS: 898825-89-3) be handled?

Waste containing N-Methoxy-N-methyl-1,3-thiazole-5-carboxamide (CAS: 898825-89-3...

898825-89-3N-Methoxy-N-methyl-1...
Compound Q&A

How should N-(4-Biphenylyl)dibenzo[b,d]furan-4-amine (CAS: 1318338-47-4) be stored?

N-(4-Biphenylyl)dibenzo[b,d]furan-4-amine should be stored in a tightly sealed c...

1318338-47-4N-(4-Biphenylyl)dibe...
Compound Q&A

What is the market or research trend for 3-Acetamido-5-amino-2,4,6-triiodobenzoic acid (CAS: 1713-07-1)?

The market for 3-Acetamido-5-amino-2,4,6-triiodobenzoic acid (CAS: 1713-07-1) is...

1713-07-13-Acetamido-5-amino-...
Compound Q&A

How should Benzyl 2-O-acetyl-3,4,6-tri-O-benzyl-beta-D-galactopyranoside (CAS: 61820-03-9) be stored?

Benzyl 2-O-acetyl-3,4,6-tri-O-benzyl-beta-D-galactopyranoside (CAS: 61820-03-9) ...

61820-03-9Benzyl 2-O-acetyl-3,...
Compound Q&A

What regulatory guidelines apply to 2-Ethylpiperazine dihydrochloride (CAS: 438050-52-3)?

2-Ethylpiperazine dihydrochloride (CAS: 438050-52-3) is regulated under the Glob...

438050-52-32-Ethylpiperazine di...
Compound Q&A

What regulatory guidelines apply to 1,1'-[1,3-Phenylenebis(methylene)]bis(3-methyl-1H-pyrrole-2,5-dione) (CAS: 119462-56-5)?

1,1'-[1,3-Phenylenebis(methylene)]bis(3-methyl-1H-pyrrole-2,5-dione) (CAS: 11946...

119462-56-51,1'-[1,3-Phenyleneb...
Compound Q&A

Are there alternatives to 5-Fluoro-2-(1-pyrrolidinyl)pyridine (CAS: 1287217-79-1) in synthesis?

Several alternatives can be used in the synthesis of 5-Fluoro-2-(1-pyrrolidinyl)...

1287217-79-15-Fluoro-2-(1-pyrrol...
Compound Q&A

What precautions should be taken when handling 6-Bromoimidazo[1,2-a]pyridin-8-amine (CAS: 676371-00-9)?

When handling 6-Bromoimidazo[1,2-a]pyridin-8-amine, it is important to wear appr...

676371-00-96-Bromoimidazo[1,2-a...
Compound Q&A

Are there alternatives to (2S,4R)-4-(4-Nitrobenzyl)pyrrolidine-2-carboxylic acid hydrochloride (CAS: 1049740-22-8) in synthesis?

Alternatives to (2S,4R)-4-(4-Nitrobenzyl)pyrrolidine-2-carboxylic acid hydrochlo...

1049740-22-8(2S,4R)-4-(4-Nitrobe...

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.