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Facile deprotection of F-BODIPYs using methylboronic acid.

ABSTRACT: 4,4-Difluoro-4-bora-3a,4a-diaza-s-indacenes (F-BODIPYs) are deprotected through removal of the -BF₂ moiety upon treatment with methylboronic acid. The tolerance of various substitution patterns about the dipyrrinato core is demonstrated via the deprotection of thirteen F-BODIPYs and an F-aza-BODIPY. Work-up with aq. HBr affords the desired dipyrin HBr salt in quantitative yield without need for purification.

SUBMITTER: Smith CD

PROVIDER: S-EPMC9055154 | biostudies-literature | 2020 Jun

REPOSITORIES: biostudies-literature

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Facile deprotection of F-BODIPYs using methylboronic acid.

Smith Craig D CD Thompson Alison A

RSC advances 20200625 41

4,4-Difluoro-4-bora-3a,4a-diaza-s-indacenes (F-BODIPYs) are deprotected through removal of the -BF2 moiety upon treatment with methylboronic acid. The tolerance of various substitution patterns about the dipyrrinato core is demonstrated via the deprotection of thirteen F-BODIPYs and an F-aza-BODIPY. Work-up with aq. HBr affords the desired dipyrin HBr salt in quantitative yield without need for purification. ...[more]

PMID: 35516207

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