Literature DB >> 29280083

Synthesis and Photochemical Properties of 2,3;5,6-bis(cyclohexano)-BODIPY.

Anna Yu Kritskaya1, Natalia A Bumagina1, Elena V Antina1, Alexander A Ksenofontov2, Mikhail B Berezin1, Alexander S Semeikin3.   

Abstract

The boron-dipyrromethene (BODIPY) dye containing an annelated cyclohexyl rings at the 2,3 and 5,6-positions of pyrroles has been synthesized and characterized. Photochemical properties of the obtained compound have been investigated in different individual solvents. 2,3;5,6-Bis(cyclohexano)-BODIPY exhibits intense chromophore properties with maximum of S o → S 1 band in the 543-549 nm (A from 66000 to 96000 L/mol·cm). The complex is a fluorophore with a quantum yield up to ~ 100%. The influence of solvent polarity on the spectral properties was evaluated. To better understand the spectroscopic results, quantum chemical calculations were carried out. Photostability of dye was studied.Graphical Abstract.

Entities:  

Keywords:  BODIPY; Photostability; Quantum chemical calculations; Solvatochromism; Spectral properties

Year:  2017        PMID： 29280083     DOI： 10.1007/s10895-017-2201-4

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


  23 in total

1.  BODIPY Dye, the Most Versatile Fluorophore Ever?

Authors:  Jorge Bañuelos
Journal:  Chem Rec       Date:  2016-01-11       Impact factor: 6.771

Review 2.  BODIPY dyes in photodynamic therapy.

Authors:  Anyanee Kamkaew; Siang Hui Lim; Hong Boon Lee; Lik Voon Kiew; Lip Yong Chung; Kevin Burgess
Journal:  Chem Soc Rev       Date:  2012-09-26       Impact factor: 54.564

3.  BODIPY dyes and their derivatives: syntheses and spectroscopic properties.

Authors:  Aurore Loudet; Kevin Burgess
Journal:  Chem Rev       Date:  2007-10-09       Impact factor: 60.622

4.  Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density.

Authors: 
Journal:  Phys Rev B Condens Matter       Date:  1988-01-15

5.  Synthesis of borondipyrromethene (BODIPY)-labeled sphingosine derivatives by cross-metathesis reaction.

Authors:  Carsten Peters; Andreas Billich; Michael Ghobrial; Klemens Högenauer; Thomas Ullrich; Peter Nussbaumer
Journal:  J Org Chem       Date:  2007-01-24       Impact factor: 4.354

6.  Synthesis, photophysical properties and solvatochromism of meso-substituted tetramethyl BODIPY dyes.

Authors:  Lucas Cunha Dias de Rezende; Miguel Menezes Vaidergorn; Juliana Cristina Biazzotto Moraes; Flavio da Silva Emery
Journal:  J Fluoresc       Date:  2013-09-06       Impact factor: 2.217

7.  Dimers of dipyrrometheneboron difluoride (BODIPY) with light spectroscopic applications in chemistry and biology.

Authors:  Fredrik Bergström; Ilya Mikhalyov; Peter Hägglöf; Rüdiger Wortmann; Tor Ny; Lennart B A Johansson
Journal:  J Am Chem Soc       Date:  2002-01-16       Impact factor: 15.419

8.  Efficient laser action from two cw laser-pumped pyrromethene-BF(2) complexes.

Authors:  S C Guggenheimer; J H Boyer; K Thangaraj; M Shah; M L Soong; T G Paviopoulos
Journal:  Appl Opt       Date:  1993-07-20       Impact factor: 1.980

9.  Influence of structural and solvation factors on the spectral-fluorescent properties of alkyl-substituted BODIPYs in solutions.

Authors:  Natalia A Bumagina; Elena V Antina; Mikhail B Berezin; Alexander A Kalyagin
Journal:  Spectrochim Acta A Mol Biomol Spectrosc       Date:  2016-09-20       Impact factor: 4.098

10.  A BODIPY-based fluorescent dye for mitochondria in living cells, with low cytotoxicity and high photostability.

Authors:  Si Zhang; Tong Wu; Jiangli Fan; Zhiyong Li; Na Jiang; Jingyun Wang; Bairui Dou; Shiguo Sun; Fengling Song; Xiaojun Peng
Journal:  Org Biomol Chem       Date:  2012-12-11       Impact factor: 3.876
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