Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 11, Issue -, Pages 1-5Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.11.6
Keywords
Bronsted acids; click chemistry; deboration; dipyrrins; F-BODIPYs
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Funding
- National Breast Cancer Foundation for a Novel Concept Grant [NC-10-69]
- Australian Research Council [DP120104035]
- University of Sydney International Scholarship (USydIS)
- Australian Postgraduate Award (APA) from the Australian Government
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The effective and efficient removal of the BF2 moiety from F-BODIPY derivatives has been achieved using two common Bronsted acids; treatment with trifluoroacetic acid (TFA) or methanolic hydrogen chloride (HCl) followed by work-up with Ambersep(R) 900 resin (hydroxide form) effects this conversion in near-quantitative yields. Compared to existing methods, these conditions are relatively mild and operationally simple, requiring only reaction at room temperature for six hours (TFA) or overnight (HCl).
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