Issue 53, 2014
From the journal:

Chemical Communications

Activation and deprotection of F-BODIPYs using boron trihalides†

Travis Lundrigan,a   T. Stanley Camerona  and  Alison Thompson*a  

* Corresponding authors

a Department of Chemistry, Dalhousie University, 6274 Coburg Road, PO Box 15000, Halifax, Nova Scotia, Canada
E-mail: Alison.Thompson@dal.ca
Fax: +1 902-494-1310
Tel: +1 902-494-6421

Abstract

The activation of F-BODIPYs with boron trihalides, followed by treatment with a nucleophile, effects facile substitution at boron; using water as the nucleophile promotes deprotective removal of the –BF2 moiety and thereby production of the corresponding parent dipyrrin salt in quantitative yield under extremely mild conditions.

Graphical abstract: Activation and deprotection of F-BODIPYs using boron trihalides

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Article information

DOI
https://doi.org/10.1039/C4CC02706J
Article type
Communication
Submitted
11 Apr 2014
Accepted
06 May 2014
First published
21 May 2014

Chem. Commun., 2014,50, 7028-7031

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Activation and deprotection of F-BODIPYs using boron trihalides

T. Lundrigan, T. S. Cameron and A. Thompson, Chem. Commun., 2014, 50, 7028 DOI: 10.1039/C4CC02706J

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