Solute relaxation on the solvatochromism of ortho-betaine dyes. A sequential Monte Carlo/quantum mechanics study

Literature Information

Publication Date 2004-04-06
DOI 10.1039/B315806C
Impact Factor 3.676
Authors

Marcelo Zaldini Hernandes, Ricardo Longo, Kaline Coutinho, Sylvio Canuto


View Original

Abstract

Molecular relaxation in solution, estimated by thermodynamic perturbation theory, is shown to be important even for a qualitative description of the solvent effects on the solvatochromic shifts of flexible betaine dyes. It is shown that the most stable conformer of the ortho-betaine has a dihedral angle φ = 30° in the gas phase and φ = 60° in aqueous solution. This relaxation alone is responsible for about 30% of the overall blue shift observed in the n → π* transition of betaine in water. In addition, it was observed that the π → π* transitions are actually red shifted in the gas phase due to internal rotation. The total solvatochromism of about 6000 cm−1 estimated with a Monte Carlo/quantum mechanics sequential methodology is in reasonable agreement with the experimental shift of the absorption spectra in water and in toluene.

Related Literature

Contents list

Front/Back Matter

DOI: 10.1039/D0CB90006K

Discovery of isoxazolyl-based inhibitors of Plasmodium falciparum cGMP-dependent protein kinase

Shams Ul Mahmood, Huimin Cheng, Sreedhar R. Tummalapalli, Ramappa Chakrasali, Rammohan R. Yadav Bheemanaboina, Tamara Kreiss, Agnieska Chojnowski, Tyler Eck, John J. Siekierka, David P. Rotella

2019-12-16 Research Article

DOI: 10.1039/C9MD00511K

Polarity-based fluorescence probes: properties and applications

Xingye Yang, Lupei Du

2021-08-09 Review Article

DOI: 10.1039/D1MD00170A

Identification of molecular glues of the SLP76/14-3-3 protein–protein interaction

Martin Redhead, Marta Westwood, Seppe Leysen, Jeremy Davis, Christian Ottmann

2021-08-02 Research Article

DOI: 10.1039/D1MD00172H

Contents list

Front/Back Matter

DOI: 10.1039/D0MD90041A

Highly improved performance of a film-based fluorescent sensor via a nanomesh scaffold strategy

Meng Liu, Dong Li, Kun Li, Haitao Xu, Jiufu Lu, Xianzhao Shao, Taihong Liu

2021-11-01 Communication

DOI: 10.1039/D1SD00016K

Influence of ring size in conformationally restricted ring I analogs of paromomycin on antiribosomal and antibacterial activity

Sven N. Hobbie, Andrea Vasella, Erik C. Böttger

2021-08-05 Research Article

DOI: 10.1039/D1MD00214G

Fenretinide binding to the lysosomal protein saposin D alters ceramide solubilization and hydrolysis

Brandon T. Milliken, Lindy Melegari, Gideon L. Smith, Kris Grohn, Fadi Bou-Abdallah

2020-07-14 Research Article

DOI: 10.1039/D0MD00182A

You might also like

155412-88-71-(3-Aminophenyl)-3-...
Compound Q&A

How should waste containing 1-(D-Ribofuranosyl)-1,4-dihydro-3-pyridinecarboxamide (CAS: 19132-12-8) be handled?

Waste containing 1-(D-Ribofuranosyl)-1,4-dihydro-3-pyridinecarboxamide (CAS: 191...

19132-12-81-(D-Ribofuranosyl)-...
Compound Q&A

What regulatory guidelines apply to 2-Methyl-2-propanyl 3-bromo-3-(hydroxymethyl)-1-azetidinecarboxylate (CAS: 2007919-81-3)?

2-Methyl-2-propanyl 3-bromo-3-(hydroxymethyl)-1-azetidinecarboxylate (CAS: 20079...

2007919-81-32-Methyl-2-propanyl ...
Compound Q&A

What is N-(4-Chloro-2-pyridinyl)acetamide (CAS: 245056-66-0)?

N-(4-Chloro-2-pyridinyl)acetamide (CAS: 245056-66-0) is a chemical compound with...

245056-66-0N-(4-Chloro-2-pyridi...
Compound Q&A

What is 5-Chloro-2-hydroxybenzoic acid (CAS: 321-14-2)?

5-Chloro-2-hydroxybenzoic acid, also known as 5-chlorosalicylic acid, is an arom...

321-14-25-Chloro-2-hydroxybe...
Compound Q&A

What precautions should be taken when handling 1,1-Dichloro-1-fluoroethane (CAS: 1717-00-6)?

When handling 1,1-Dichloro-1-fluoroethane (CAS: 1717-00-6), it is important to u...

1717-00-61,1-Dichloro-1-fluor...
Compound Q&A

What are the physical and chemical properties of Fmoc-(2S,3R)-3-phenylpyrrolidine-2-carboxylic acid (CAS: 281655-32-1)?

Fmoc-(2S,3R)-3-phenylpyrrolidine-2-carboxylic acid is a white crystalline solid ...

281655-32-1Fmoc-(2S,3R)-3-pheny...
Compound Q&A

What are the main uses of 4-Amino-5-bromo-2-pyridinecarboxylic acid (CAS: 1363381-01-4)?

4-Amino-5-bromo-2-pyridinecarboxylic acid is primarily used as a precursor in th...

1363381-01-44-Amino-5-bromo-2-py...
1007881-98-2(S)-tert-butyl 2-((2...
Compound Q&A

What precautions should be taken when handling 8-bromo-2,2-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-3-one (CAS: 688363-73-7)?

When handling 8-bromo-2,2-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-3-one, use prop...

688363-73-78-bromo-2,2-dimethyl...

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.