The Suzuki-Miyaura Coupling with Pd@Peptide

Key words

amphiphiles - nanofibers - palladium nanoparticles - Suzuki–Miyaura coupling

Significance

Palladium nanoparticles supported on peptide nanofiber (Pd@Peptide) were prepared by complexation of peptide nanofiber 2, prepared via self-assembling of peptide amphiphile 1, with Na₂PdCl₄ in aqueous NaOH followed by reduction with ascorbic acid (eq. 1). Pd@Peptide catalyzed the Suzuki–Miyaura coupling of aryl halides with arylboronic acids in water to give the corresponding biaryls in up to 99% conversion (10 examples, eq. 2)

Comment

Pd@Peptide were characterized with TEM, SEM, XRD, and TGA. In the coupling reaction of bromobenzene and 4-methoxyphenyl­boronic acid, the catalyst was reused four times without significant loss of catalytic activity (1^st reuse: 97% conversion, 2^nd reuse: 97% conversion, 3^rd reuse: 97% conversion, 4^th reuse: 95% conversion).