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Atom Transfer Radical Polymerization of Functionalized Vinyl Monomers Using Perylene as a Visible Light Photocatalyst
Published on: April 22, 2016
Controlling the Symmetry of Perylene Derivatives via Selective ortho-Borylation
David Sánchez-Fernández1, Tomás Torres1,2,3, José García-Calvo1,2,3
1Department of Organic Chemistry, Universidad Autónoma de Madrid, Campus de Cantoblanco, 28049 Madrid, Spain.
Abstract:
This work presents a systematic and rational approach to the synthesis of previously reported as well as novel tetra- and di-ortho-borylated perylene, perylenediimide, and perylenemonoimide scaffolds. Through optimization of the reaction conditions, employing [Ir(OMe)(COD)]2 as a catalyst and suitable ligands, efficient tetraborylation and regioselective diborylations were achieved. Additionally, the reaction times were reduced from days to hours under microwave irradiation, rendering this methodology a practical and scalable route for the ortho-functionalization of perylene derivatives.
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