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Efficient deprotection of F-BODIPY derivatives: removal of BF2 using Bronsted acids.

ABSTRACT: The effective and efficient removal of the BF2 moiety from F-BODIPY derivatives has been achieved using two common Brønsted acids; treatment with trifluoroacetic acid (TFA) or methanolic hydrogen chloride (HCl) followed by work-up with Ambersep(®) 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).

SUBMITTER: Yu M

PROVIDER: S-EPMC4311716 | biostudies-literature | 2015

REPOSITORIES: biostudies-literature

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Efficient deprotection of F-BODIPY derivatives: removal of BF2 using Brønsted acids.

Yu Mingfeng M Wong Joseph K-H JK Tang Cyril C Turner Peter P Todd Matthew H MH Rutledge Peter J PJ

Beilstein journal of organic chemistry 20150109

The effective and efficient removal of the BF2 moiety from F-BODIPY derivatives has been achieved using two common Brønsted acids; treatment with trifluoroacetic acid (TFA) or methanolic hydrogen chloride (HCl) followed by work-up with Ambersep(®) 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 (H ...[more]

PMID: 25670990

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