Literature DB >> 32138513

BCl3-Activated Synthesis of COO-BODIPY Laser Dyes: General Scope and High Yields under Mild Conditions.

César Ray1, Christopher Schad1, Florencio Moreno1, Beatriz L Maroto1, Jorge Bañuelos2, Teresa Arbeloa2, Inmaculada García-Moreno3, Cassie Villafuerte4, Gilles Muller4, Santiago de la Moya1.   

Abstract

A general and straightforward method for the synthesis of COO-BODIPYs from F-BODIPYs and carboxylic acids is established. The method is based on the use of boron trichloride to activate the involved substitution of fluorine, which leads to high yields through rapid reactions under soft conditions. This mild method opens the way to unprecedented laser dyes with outstanding efficiencies and photostabilities, which are difficult to obtain by the current methods.

Entities:  

Year:  2020        PMID： 32138513      PMCID： PMC7272132          DOI： 10.1021/acs.joc.9b03059

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  23 in total

Review 1.  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

2.  Metal-mediated synthesis of antiaromatic porphyrinoids from a BODIPY precursor.

Authors:  Takafumi Sakida; Shigeru Yamaguchi; Hiroshi Shinokubo
Journal:  Angew Chem Int Ed Engl       Date:  2011-02-02       Impact factor: 15.336

Review 3.  Far-red and near infrared BODIPY dyes: synthesis and applications for fluorescent pH probes and bio-imaging.

Authors:  Yong Ni; Jishan Wu
Journal:  Org Biomol Chem       Date:  2014-06-21       Impact factor: 3.876

Review 4.  Structural modification strategies for the rational design of red/NIR region BODIPYs.

Authors:  Hua Lu; John Mack; Yongchao Yang; Zhen Shen
Journal:  Chem Soc Rev       Date:  2014-04-15       Impact factor: 54.564

5.  Development of mono- and di-AcO substituted BODIPYs on the boron center.

Authors:  Xin-Dong Jiang; Jian Zhang; Taniyuki Furuyama; Weili Zhao
Journal:  Org Lett       Date:  2011-12-19       Impact factor: 6.005

6.  Circularly Polarized Luminescence from Simple Organic Molecules.

Authors:  Esther M Sánchez-Carnerero; Antonia R Agarrabeitia; Florencio Moreno; Beatriz L Maroto; Gilles Muller; María J Ortiz; Santiago de la Moya
Journal:  Chemistry       Date:  2015-07-01       Impact factor: 5.236

7.  Halogenated boron-dipyrromethenes: synthesis, properties and applications.

Authors:  Vellanki Lakshmi; Malakalapalli Rajeswara Rao; Mangalampalli Ravikanth
Journal:  Org Biomol Chem       Date:  2015-03-07       Impact factor: 3.876

8.  Synthesis and Investigation of Linker-Free BODIPY-Gly Conjugates Substituted at the Boron Atom.

Authors:  Maodie Wang; Guanyu Zhang; Petia Bobadova-Parvanova; Ashley N Merriweather; Lilian Odom; David Barbosa; Frank R Fronczek; Kevin M Smith; M Graça H Vicente
Journal:  Inorg Chem       Date:  2019-08-20       Impact factor: 5.165

9.  Design, synthesis and photophysical studies of dipyrromethene-based materials: insights into their applications in organic photovoltaic devices.

Authors:  André Bessette; Garry S Hanan
Journal:  Chem Soc Rev       Date:  2014-02-28       Impact factor: 54.564

10.  Push-pull flexibly-bridged bis(haloBODIPYs): solvent and spacer switchable red emission.

Authors:  César Ray; Jorge Bañuelos; Teresa Arbeloa; Beatriz L Maroto; Florencio Moreno; Antonia R Agarrabeitia; María J Ortiz; Iñigo López-Arbeloa; Santiago de la Moya
Journal:  Dalton Trans       Date:  2016-07-05       Impact factor: 4.390
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  1 in total

1.  A Computational-Experimental Approach to Unravel the Excited State Landscape in Heavy-Atom Free BODIPY-Related Dyes.

Authors:  Esther Rebollar; Jorge Bañuelos; Santiago de la Moya; Julien Eng; Thomas Penfold; Inmaculada Garcia-Moreno
Journal:  Molecules       Date:  2022-07-22       Impact factor: 4.927
  1 in total

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