Solid-phase synthesis of biocompatible N-heterocyclic carbene–Pd catalysts using a sub-monomer approach. Issue 22 (15th May 2019)

• Record Type: Journal Article
• Authors: Cherukaraveedu, Durgadas; Cowling, Paul T.; Birch, Gavin P.; Bradley, Mark; Lilienkampf, Annamaria
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 22(2019)
• Page Start: 5533
• Page End: 5537
• Publication Date: 2019-05-15
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c9ob00716d
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Biocompatible N-heterocyclic carbene (NHC) based Pd ligands were assembled and loaded with Pd via solid-phase synthesis. Abstract : Taking inspiration from the assembly of so-called peptoids ( N -alkylglycine oligomers) we present a new synthetic methodology whereby N-heterocyclic carbene (NHC) based Pd ligands were assembled using a sub-monomer approach and loaded with Pd via solid-phase synthesis. This allowed the rapid generation a library of NHC–palladium catalysts that were readily functionalised to allow bioconjugation. These catalysts were able to rapidly activate a caged fluorophore and 'switch-on' an anticancer prodrug in 3D cell culture.