Covalent Anchoring of a Racemization Catalyst to CALB-Beads: Towards Dual Immobilization of DKR Catalysts
Tetrahedron Lett. 2011, 52, 1601-1604, 10.1016/j.tetlet.2011.01.106
The preparation of a heterogeneous bifunctional catalytic system, combining the catalytic properties of an organometallic catalyst (racemization) with those of an enzyme (enantioselective acylation) is described. A novel ruthenium phosphonate inhibitor was synthesized and covalently anchored to a lipase immobilized on a solid support (CALB, Novozym® 435). The immobilized bifunctional catalytic system showed activity in both racemization of (S)-1-phenylethanol and selective acylation of 1-phenylethanol.
Metal: RuLigand type: CO; Tetraphenyl cyclopentadieneHost protein: Lipase B from C. antarctica (CALB)Anchoring strategy: CovalentOptimization: ChemicalReaction: AcylationMax TON: ---ee: >99%PDB: ---Notes: Lipase CALB is immobilized on a solid support (Novozym®435). Dynamic kinetic resolution (DKR) of 1-phenylethanol to the acylated product.