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Direct Photochemical C-H Carboxylation of Aromatic Diamines with CO₂ under Electron-Donor- and Base-free Conditions.

ABSTRACT: We report the photochemical carboxylation of o-phenylenedimamine in the absence of a base and an electron donor under an atmosphere of CO₂, which afforded 2,3-diaminobenzoic acid (DBA) in 28% synthetic yield and 0.22% quantum yield (?(%)). The synthetic yield of DBA in this reaction increased to 58% (?(%)?=?0.47) in the presence of Fe(II). The photochemical reaction described in this work provides an effective strategy to use light as the driving force for the direct carboxylation of organic molecules by CO₂.

SUBMITTER: Matsumoto T

PROVIDER: S-EPMC6168591 | biostudies-literature | 2018 Oct

REPOSITORIES: biostudies-literature

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Direct Photochemical C-H Carboxylation of Aromatic Diamines with CO2 under Electron-Donor- and Base-free Conditions.

Matsumoto Takeshi T Uchijo Daiki D Koike Takuji T Namiki Ryoya R Chang Ho-Chol HC

Scientific reports 20181002 1

We report the photochemical carboxylation of o-phenylenedimamine in the absence of a base and an electron donor under an atmosphere of CO2, which afforded 2,3-diaminobenzoic acid (DBA) in 28% synthetic yield and 0.22% quantum yield (Φ(%)). The synthetic yield of DBA in this reaction increased to 58% (Φ(%) = 0.47) in the presence of Fe(II). The photochemical reaction described in this work provides an effective strategy to use light as the driving force for the direct carboxylation of ...[more]

PMID: 30279606

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