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Efficient Synthesis of Bulky 2,2’‐Bipyridine and ( S )‐Pyridine‐Oxazoline Ligands
Author(s) -
Zheng Zhipeng,
Walsh Patrick J.
Publication year - 2021
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202001218
Subject(s) - chemistry , oxazoline , pyridine , denticity , bipyridine , catalysis , combinatorial chemistry , styrene , template , stereochemistry , organic chemistry , copolymer , nanotechnology , polymer , crystal structure , materials science
Bulky N , N ’‐bidentate ligands can furnish catalysts with enhanced catalytic activity compared to commercially available ligands. Straightforward methods to effectively synthesize a broad range of these ligands, however, are uncommon. In this work, a simple and efficient method is developed for the synthesis of bulky N,N’ ‐bidentate ligands, including 2,2’‐bipyridines and enantioenriched pyridine‐oxazolines. The Pd/NIXANTPHOS catalyst system enabled synthesis of a series of bulky 2,2’‐bipyridine‐based ligands and ( S )‐pyridine oxazoline‐based enantioenriched ligands with good to excellent yields. The ligands have been benchmarked in the aminofluorination of styrene.