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Henry reaction catalyzed by copper(I) complexes of a new pyridine‐containing macrocyclic ligand
Author(s) -
Castano Brunilde,
Pedrazzini Tommaso,
Sisti Massimo,
Gallo Emma,
Ragaini Fabio,
Casati Nicola,
Caselli Alessandro
Publication year - 2011
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.1846
Subject(s) - chemistry , nitroethane , pyridine , catalysis , ligand (biochemistry) , yield (engineering) , copper , macrocyclic ligand , nitroaldol reaction , polymer chemistry , combinatorial chemistry , organic chemistry , molecule , enantioselective synthesis , biochemistry , materials science , receptor , metallurgy
The synthesis and characterization of copper(I) complexes of the novel pyridine‐containing macrocyclic ligand (PC‐L) and their use as catalysts in the Henry reaction are reported. The pyridine‐based 12‐membered tetraaza macrocyclic (PC‐L) ligand 1 can be obtained in good overall yield (85%) from commercially available starting materials. The Cu(I) complexes showed good catalytic activities in the Henry reaction of different aldehydes and nitroalkanes. Remarkable diastereoselectivity was observed when isatine was reacted with nitroethane under catalytic conditions. Copyright © 2011 John Wiley & Sons, Ltd.