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[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Atroposelective Ir-Catalyzed C-H Borylation of Phthalazine Heterobiaryls
Paul Stehrer1, Anke Spannenberg2, Marko Hapke1,2
1Institute for Catalysis (INCA), Johannes Kepler University Linz (JKU), Altenberger Strasse 69, 4040 Linz, Austria.
Abstract:
The atroposelective iridium-catalyzed borylation of menthyloxy-substituted phthalazine heterobiaryls with diborons is reported. Utilizing [Ir(OMe)(COD)]2/2-aminopyridine as a rarely used efficient catalyst system, the heterobiaryls were selectively borylated in the 2-position of the carbocycle, exclusively yielding only one of the atropisomers, depending on the substitution of the phthalazine with (+)-menthyl or (-)-menthyl moieties. Exemplary further functionalization of a borylated atropisomer demonstrated that nickel-catalyzed Suzuki-Miyaura cross-coupling with an aryl halide was able to provide stereoretention to a certain degree (up to 75% de).
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