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Solid-Phase Synthesis of Biocompatible N-Heterocyclic Carbene–Pd Catalysts Using a Sub-monomer Approach

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http://pubs.rsc.org/en/Content/ArticleLanding/2019/OB/C9OB00716D
Original languageEnglish
JournalOrganic & Biomolecular chemistry
Early online date8 May 2019
DOIs
Publication statusE-pub ahead of print - 8 May 2019

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.

ID: 87620766