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1,4-Phenylene-bis-((1-methyl-1H-pyrazol-5-yl)borinic 8-oxyquinolinate) as a photoredox catalyst in the atom transfer radical addition of iodoperfluoroalkanes to alkenyl groups bearing organoboron compounds

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Abstract The key photocatalytic properties of a transition-metal-free heteroleptic complex derived from 1,4-phenyldiboronic acid were evaluated. This compound was utilized in the atom transfer radical addition of iodoperfluoroalkanes to a… Click to show full abstract

Abstract The key photocatalytic properties of a transition-metal-free heteroleptic complex derived from 1,4-phenyldiboronic acid were evaluated. This compound was utilized in the atom transfer radical addition of iodoperfluoroalkanes to a series of alkenyl group bearing organoboron compounds. The products of these reactions retained the B C bond, and Suzuki-Miyaura coupling of one product gave biphenyl derivatives. The X-ray analysis of one of the obtained perfluoroalkylated boronic acids revealed the presence of open star-shaped channels.

Keywords: bearing organoboron; radical addition; transfer radical; atom transfer; organoboron compounds; addition iodoperfluoroalkanes

Journal Title: Tetrahedron Letters
Year Published: 2019

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