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Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Stereogenic boron in 2-amino-1,1-diphenylethanol-based boronate-imine and amine complexes
Sebastian Schlecht1, Walter Frank, Manfred Braun
1Institute of Organic and Macromolecular Chemistry, University of Düsseldorf, Universitätsstr. 1, D-40225 Düsseldorf, Germany.
Abstract:
Racemic boronate-imine and boronate-amine complexes 8 and 10, both featuring a stereogenic boron atom were synthesized from 2-amino-1,1-diphenylethanol (5) and characterized by crystal structure analyses. Proof of enantiomerism at the boron center for the novel boronate-amine complex 10 was established by separation of the enantiomers. Racemization barriers were found to be in the same range for both amine and imine complexes (100-110 kJ/mol).
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