jo7b02571_si_001.pdf (1.43 MB)
Scalable Syntheses of 4‑Substituted Pyridine–Diimines
journal contribution
posted on 2017-11-09, 00:00 authored by David Gygi, Seung Jun Hwang, Daniel G. NoceraA concise benchtop and scalable synthesis
of pyridine–diimine
(PDI) ligand frameworks is presented using inexpensive commercial
starting materials as opposed to previous syntheses of these ligands,
which have confronted long and tedious routes that employ toxic and
often difficult to scale pyrophoric reagents. The streamlined synthesis
is derived from the facile delivery of 4-functionalized diacetylpyridines
from a Minisci reaction using pyruvic acid, silver nitrate, and persulfate.
As the PDI ligand scaffold has been adopted for a range of catalytic
applications, the ability to modulate the electronic properties of
the ligand with facility may be useful for optimizing a variety of
catalytic transformations.