Issue 22, 2013
From the journal:

Organic & Biomolecular Chemistry

Manipulating non-innocent π-spacers: the challenges of using 2,6-disubstituted BODIPY cores within donor–acceptor light-harvesting motifs†

Catherine Bonnier,a   Devin D. Machin,a   Omar Abdia  and  Bryan D. Koivisto*a  

* Corresponding authors

a Department of Chemistry and Biology and the Centre for Urban Energy (CUE), Ryerson University, 350 Victoria St., Toronto, Ontario, Canada
E-mail: bryan.koivisto@ryerson.ca
Fax: +1-416-979-5044
Tel: +1-416-979-5313

Abstract

The syntheses and physicochemical properties for a series of 2,6-disubstituted-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dyes are reported. The use of chromophores or redox active species as π-spacers, such as BODIPY, requires the inclusion of a sufficiently conjugated donor in order to achieve appropriate charge separation upon photoexcitation. The information derived from this study offers guiding principles for incorporating strongly absorbing, non-innocent π-spacers in organic dye design.

Graphical abstract: Manipulating non-innocent π-spacers: the challenges of using 2,6-disubstituted BODIPY cores within donor–acceptor light-harvesting motifs

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Article information

DOI
https://doi.org/10.1039/C3OB40213D
Article type
Paper
Submitted
31 Jan 2013
Accepted
24 Apr 2013
First published
25 Apr 2013
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2013,11, 3756-3760

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Manipulating non-innocent π-spacers: the challenges of using 2,6-disubstituted BODIPY cores within donor–acceptor light-harvesting motifs

C. Bonnier, D. D. Machin, O. Abdi and B. D. Koivisto, Org. Biomol. Chem., 2013, 11, 3756 DOI: 10.1039/C3OB40213D

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