Literature DB >> 27492609

Effect of π-Extended Substituents on Photophysical Properties of BODIPY Dyes in Solutions.

Yuriy S Marfin1, Olga S Vodyanova2, Dmitry A Merkushev2, Sergey D Usoltsev2, Vladislav O Kurzin2, Evgeniy V Rumyantsev3.   

Abstract

Four boron-dipyrrine (BODIPY) based dyes with π-extended substituents in 8-position of dipyrrin ligand have been synthesized and characterized. Photophysical properties of the obtained compounds have been investigated in different individual solvents. Deposits of solvent polarity and viscosity were evaluated. BODIPY with 8-biphenyl substituent was found to be the fluorescent molecular rotor in contrast to more extended substituents. The complex nature of solvent-solute interactions leads to the poor applicability of standard multiparameter approaches to BODIPY solvatochromic properties. Fluorescence intensity was found to increase in case of solvent polarity growth, it is not typical for BODIPY. Taking that into account the BODIPY with π-extended substituents could be used for fluorescence viscosity measurements, and as the fluorescent media polarity indicators in analytical chemistry and biochemistry.

Entities:  

Keywords:  BODIPY; Dynamic viscosity; Photophysical properties; Solvatochromic effect; Solvent parameters

Year:  2016        PMID: 27492609     DOI: 10.1007/s10895-016-1891-3

Source DB:  PubMed          Journal:  J Fluoresc        ISSN: 1053-0509            Impact factor:   2.217


  12 in total

1.  Design and synthesis of a library of BODIPY-based environmental polarity sensors utilizing photoinduced electron-transfer-controlled fluorescence ON/OFF switching.

Authors:  Hisato Sunahara; Yasuteru Urano; Hirotatsu Kojima; Tetsuo Nagano
Journal:  J Am Chem Soc       Date:  2007-04-11       Impact factor: 15.419

2.  Use of the SPP scale for the analysis of molecular systems with dual emissions resulting from the solvent polarity.

Authors:  J Catalán; V López; P Pérez
Journal:  J Fluoresc       Date:  1996-03       Impact factor: 2.217

3.  Analysis of solvation and structural contributions in spectral characteristics of dipyrrin Zn(II) complexes.

Authors:  Yu S Marfin; E V Rumyantsev
Journal:  Spectrochim Acta A Mol Biomol Spectrosc       Date:  2014-04-18       Impact factor: 4.098

4.  Intramolecular energy transfer in pyrene-bodipy molecular dyads and triads.

Authors:  Raymond Ziessel; Christine Goze; Gilles Ulrich; Michèle Césario; Pascal Retailleau; Anthony Harriman; James P Rostron
Journal:  Chemistry       Date:  2005-12-09       Impact factor: 5.236

5.  Fluorescent molecular rotors based on the BODIPY motif: effect of remote substituents.

Authors:  Effat Bahaidarah; Anthony Harriman; Patrycja Stachelek; Sandra Rihn; Elodie Heyer; Raymond Ziessel
Journal:  Photochem Photobiol Sci       Date:  2014-10       Impact factor: 3.982

6.  Fluorescent Properties of 8-Substituted BODIPY Dyes: Influence of Solvent Effects.

Authors:  Yuriy S Marfin; Dmitry A Merkushev; Sergey D Usoltsev; Maria V Shipalova; Evgeniy V Rumyantsev
Journal:  J Fluoresc       Date:  2015-08-18       Impact factor: 2.217

7.  Environment-sensitive behavior of fluorescent molecular rotors.

Authors:  Mark A Haidekker; Emmanuel A Theodorakis
Journal:  J Biol Eng       Date:  2010-09-15       Impact factor: 4.355

8.  Toward a generalized treatment of the solvent effect based on four empirical scales: dipolarity (SdP, a new scale), polarizability (SP), acidity (SA), and basicity (SB) of the medium.

Authors:  Javier Catalán
Journal:  J Phys Chem B       Date:  2009-04-30       Impact factor: 2.991

9.  Fluorescent properties of 8-phenylBODIPY in ethanol - ethylene glycol mixed solutions.

Authors:  Y S Marfin; D A Merkushev; G A Levshanov; E V Rumyantsev
Journal:  J Fluoresc       Date:  2014-08-30       Impact factor: 2.217

10.  Charge transfer in the electron donor-acceptor complexes of a meso-phenol BODIPY dye with chloranils and fullerenes.

Authors:  Animesh Karmakar; Tandrima Chaudhuri; Soumyaditya Mula; Subrata Chattopadhyay
Journal:  Spectrochim Acta A Mol Biomol Spectrosc       Date:  2014-09-28       Impact factor: 4.098

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  3 in total

1.  Synthesis and Spectral Characteristics of BODIPY Dyes with Two or Three Dipyrrin Domains.

Authors:  Elizaveta Banakova; Yuriy Marfin; Evgeniy Molchanov; Maria Shipalova; Evgeniy Rumiantsev; Nadezda Fomina
Journal:  J Fluoresc       Date:  2018-11-19       Impact factor: 2.217

2.  Spectral Properties and Possibilities of meso-Substituted BODIPY Usage in Sol-Gel Process and Materials.

Authors:  A V Bobrov; S D Usoltsev; Yu S Marfin; E V Rumyantsev
Journal:  J Fluoresc       Date:  2017-11-06       Impact factor: 2.217

3.  Dataset for the Synthesis of Boron-Dipyrrin Dyes, their fluorescent properties, their interaction with proteins, Triton-X-based surfactants, and micellar clusterization approaches to validation based on fluorescent dyes.

Authors:  Aleksei V Solomonov; Yuriy S Marfin; Alexander B Tesler; Dmitry A Merkushev; Elizaveta A Bogatyreva; Elena V Antina; Evgeniy V Rumyantsev; Ulyana Shimanovich
Journal:  Data Brief       Date:  2022-07-12
  3 in total

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