Application of bioorganometallic B₁₂ in green organic synthesis

Bioorganometallic structure found in coenzyme B₁₂ is a key component in B₁₂-dependent enzymatic reactions in natural enzymes. Cleavage of a cobalt-carbon bond in organometallic B₁₂ compound provide reactive intermediate for molecular transformations. Application of the bioorganometallic B₁₂ in organic synthesis have been developed using natural vitamin B₁₂ as well as synthetic vitamin B₁₂ derivatives as a bioinspired catalyst in organic solvent. Vitamin B₁₂ derivatives composed of corrinoid structure should form stable organometallic compound having a cobalt-carbon bond. Using the unique property of the organometallic vitamin B₁₂ derivatives, various catalytic reactions have been developed in synthetic organic chemistry. The dual catalytic system of vitamin B₁₂ derivatives and photocatalyst, such as Ru(II) polypyridyl complex or titanium oxide, could construct light-driven molecular transformations. The B₁₂-dependent enzymes mimic reactions, such as the dechlorination of organic halides and the radical mediated isomerization reactions, catalytically proceed in the dual catalyst system. Electroorganic syntheses mediated by the vitamin B₁₂ derivatives have been developed as green molecular transformations. The redox active vitamin B₁₂ derivatives shows a unique catalysis in the electroorganic synthesis, such as alkene and alkyne reductions.