Effect of solvents on photophysical properties and quenching of 2-{[3-(1H-benzimidazole-2-yl) phenyl] carbonoimidoyl}phenol

The effect of solvents of varying polarity on the absorption and fluorescence emission of the Schiff base, 2‐{[3‐(1H‐benzimidazole‐2‐yl) phenyl]carbonoimidoyl}phenol, was studied using Lippert‐Mataga bulk polarity function, Reichardt's microscopic solvent polarity parameter and Kamlet's mu...

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Published in:	Luminescence (Chichester, England) Vol. 30; no. 5; pp. 611 - 618
Main Authors:	Suman, G. R., Bubbly, S. G., Gudennavar, S. B., Thipperudrappa, J., Roopashree, B., Gayathri, V., Nanje Gowda, N. M.
Format:	Journal Article
Language:	English
Published:	England Blackwell Publishing Ltd 01-08-2015 Wiley Subscription Services, Inc
Subjects:	1-Butanol - chemistry Acidity Aniline Aniline Compounds - chemistry Approximation Basicity Benzimidazoles Benzimidazoles - chemistry Butanol Charge transfer Dioxanes - chemistry Dipole moments Emission Excitation Fluorescence fluorescence quenching Imines intramolecular charge transfer Linear Models Mathematical analysis Mathematical models Parameters Phenols Polarity Polarizability Properties Quenching Regression Regression analysis Schiff base Schiff bases Schiff Bases - chemistry Solutes Solvent effect Solvents Solvents - chemistry Spectrometry, Fluorescence - methods Schiff base solvent effect intramolecular charge transfer fluorescence quenching
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Abstract	The effect of solvents of varying polarity on the absorption and fluorescence emission of the Schiff base, 2‐{[3‐(1H‐benzimidazole‐2‐yl) phenyl]carbonoimidoyl}phenol, was studied using Lippert‐Mataga bulk polarity function, Reichardt's microscopic solvent polarity parameter and Kamlet's multiple linear regression approach. The spectral properties follow Reichardt's microscopic solvent polarity parameter better than Lippert‐Mataga bulk polarity parameter, indicating the presence of both general solute–solvent interactions and specific interactions. Catalan's multiple linear regression approach indicates the major role of solvent polarizability/dipolarity influence compared with solvent acidity or basicity. The solvatochromic effect was utilized to calculate the dipole moments of ground and excited states of the Schiff base using different methods. Bathochromic shift in the emission spectrum and the increase in dipole moment in the excited state signifies the intramolecular charge transfer character in the emitting singlet state. Fluorescence quenching by aniline was also studied in 1,4‐dioxane and n‐butanol, and the results were analyzed using sphere of action static quenching and finite sink approximation models. Copyright © 2014 John Wiley & Sons, Ltd.
AbstractList	The effect of solvents of varying polarity on the absorption and fluorescence emission of the Schiff base, 2-{[3-(1H-benzimidazole-2-yl) phenyl]carbonoimidoyl}phenol, was studied using Lippert-Mataga bulk polarity function, Reichardt's microscopic solvent polarity parameter and Kamlet's multiple linear regression approach. The spectral properties follow Reichardt's microscopic solvent polarity parameter better than Lippert-Mataga bulk polarity parameter, indicating the presence of both general solute-solvent interactions and specific interactions. Catalan's multiple linear regression approach indicates the major role of solvent polarizability/dipolarity influence compared with solvent acidity or basicity. The solvatochromic effect was utilized to calculate the dipole moments of ground and excited states of the Schiff base using different methods. Bathochromic shift in the emission spectrum and the increase in dipole moment in the excited state signifies the intramolecular charge transfer character in the emitting singlet state. Fluorescence quenching by aniline was also studied in 1,4-dioxane and n-butanol, and the results were analyzed using sphere of action static quenching and finite sink approximation models. Copyright © 2014 John Wiley & Sons, Ltd. The effect of solvents of varying polarity on the absorption and fluorescence emission of the Schiff base, 2-{[3-(1H-benzimidazole-2-yl) phenyl]carbonoimidoyl}phenol, was studied using Lippert-Mataga bulk polarity function, Reichardt's microscopic solvent polarity parameter and Kamlet's multiple linear regression approach. The spectral properties follow Reichardt's microscopic solvent polarity parameter better than Lippert-Mataga bulk polarity parameter, indicating the presence of both general solute-solvent interactions and specific interactions. Catalan's multiple linear regression approach indicates the major role of solvent polarizability/dipolarity influence compared with solvent acidity or basicity. The solvatochromic effect was utilized to calculate the dipole moments of ground and excited states of the Schiff base using different methods. Bathochromic shift in the emission spectrum and the increase in dipole moment in the excited state signifies the intramolecular charge transfer character in the emitting singlet state. Fluorescence quenching by aniline was also studied in 1,4-dioxane and n-butanol, and the results were analyzed using sphere of action static quenching and finite sink approximation models.
Author	Gudennavar, S. B. Thipperudrappa, J. Roopashree, B. Suman, G. R. Bubbly, S. G. Nanje Gowda, N. M. Gayathri, V.
Author_xml	– sequence: 1 givenname: G. R. surname: Suman fullname: Suman, G. R. organization: Department of Physics, Christ University, 560 029, Bangalore, India – sequence: 2 givenname: S. G. surname: Bubbly fullname: Bubbly, S. G. email: bubbly.sg@christuniversity.in organization: Department of Physics, Christ University, 560 029, Bangalore, India – sequence: 3 givenname: S. B. surname: Gudennavar fullname: Gudennavar, S. B. organization: Department of Physics, Christ University, 560 029, Bangalore, India – sequence: 4 givenname: J. surname: Thipperudrappa fullname: Thipperudrappa, J. organization: Department of Physics, B. N. M. Institute of Technology, 560 070, Bangalore, India – sequence: 5 givenname: B. surname: Roopashree fullname: Roopashree, B. organization: Department of Chemistry, Bangalore University, Central College Campus, 560 001, Bangalore, India – sequence: 6 givenname: V. surname: Gayathri fullname: Gayathri, V. organization: Department of Chemistry, Bangalore University, Central College Campus, 560 001, Bangalore, India – sequence: 7 givenname: N. M. surname: Nanje Gowda fullname: Nanje Gowda, N. M. organization: Dean of Science, Christ University, 560 029, Bangalore, India
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CitedBy_id	crossref_primary_10_1039_C5PY01584G crossref_primary_10_1080_08927022_2019_1614178 crossref_primary_10_1002_chem_202301385 crossref_primary_10_1246_bcsj_20200083 crossref_primary_10_1021_acs_joc_5b01963 crossref_primary_10_1021_acs_jpcb_9b00212 crossref_primary_10_1016_j_molstruc_2017_03_043
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Snippet	The effect of solvents of varying polarity on the absorption and fluorescence emission of the Schiff base, 2‐{[3‐(1H‐benzimidazole‐2‐yl)... The effect of solvents of varying polarity on the absorption and fluorescence emission of the Schiff base, 2-{[3-(1H-benzimidazole-2-yl)...
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SubjectTerms	1-Butanol - chemistry Acidity Aniline Aniline Compounds - chemistry Approximation Basicity Benzimidazoles Benzimidazoles - chemistry Butanol Charge transfer Dioxanes - chemistry Dipole moments Emission Excitation Fluorescence fluorescence quenching Imines intramolecular charge transfer Linear Models Mathematical analysis Mathematical models Parameters Phenols Polarity Polarizability Properties Quenching Regression Regression analysis Schiff base Schiff bases Schiff Bases - chemistry Solutes Solvent effect Solvents Solvents - chemistry Spectrometry, Fluorescence - methods
Title	Effect of solvents on photophysical properties and quenching of 2-{[3-(1H-benzimidazole-2-yl) phenyl] carbonoimidoyl}phenol
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