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A mild and selective Pd-mediated methodology for the synthesis of highly fluorescent 2-arylated tryptophans and tryptophan-containing peptides: a catalytic role for Pd0 nanoparticles?†
Thomas J. Williams,Alan J. Reay,Adrian C. Whitwood,Ian J. S. Fairlamb
Chemical Communications Pub Date : 02/10/2014 00:00:00 , DOI:10.1039/C3CC48481E
Abstract

A Pd-mediated direct C–H bond functionalisation of tryptophan has been developed, both as a single amino acid residue and within peptides. Important mechanistic insight into this process has been gained by characterising a Pd catalytically competent nanoparticle phase which evolves during the early stages of reaction.

Graphical abstract: A mild and selective Pd-mediated methodology for the synthesis of highly fluorescent 2-arylated tryptophans and tryptophan-containing peptides: a catalytic role for Pd0 nanoparticles?
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