cs9b02622_si_001.pdf (13.37 MB)
Insights on Bimetallic Micellar Nanocatalysis for Buchwald–Hartwig Aminations
journal contribution
posted on 2019-10-17, 18:39 authored by Tharique
N. Ansari, Armand Taussat, Adam H. Clark, Maarten Nachtegaal, Scott Plummer, Fabrice Gallou, Sachin HandaA nanocatalyst for
micellar Buchwald–Hartwig aminations
is developed, thoroughly characterized, and applied on a variety of
substrates. The catalyst is stable under ambient conditions for at
least six months. The catalyst retained its activity after several
cycles, and its structure remained intact as confirmed by NMR spectroscopy.
Association of Pd nanoparticles with Cu by a phosphine ligand is revealed
by 31P NMR spectroscopy, and their linkage with the activated
carbon surface is revealed by XAS analysis. Control NMR experiments
revealed the binding of the ligand with both Cu and Pd, and all phosphine
molecules are under the same environment. In addition to NMR and XAS
analysis, the catalyst is characterized by SEM, HRTEM, XPS, and TGA.
Reactions are highly reproducible at variable scales. Environmentally
benign, proline-based amphiphile PS-750-M is critical for catalytic
activity, which is achieved under mild conditions in water as the
reaction medium. The inherent sustainability of these conditions coupled
with a low E factor achievable through robust recycling of catalyst
and reaction medium demonstrates the significant utility of this technology.