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AuPd−Fe 3 O 4 Nanoparticle Catalysts for Highly Selective, One‐Pot Cascade Nitro‐Reduction and Reductive Amination
Author(s) -
Cho Ahra,
Byun Sangmoon,
Kim B. Moon
Publication year - 2018
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.201701462
Subject(s) - reductive amination , chemistry , bimetallic strip , catalysis , amination , aryl , nitro , aldehyde , calcination , alkyl , combinatorial chemistry , transition metal , amine gas treating , palladium , nanoparticle , organic chemistry , nanotechnology , materials science
Exceedingly chemoselective preparation of secondary amines from the cascade reaction of nitro reduction followed by reductive amination of the resulting amine with an aldehyde through the use of bimetallic AuPd alloy nanoparticle catalyst is described. We prepared a AuPd alloy nanocatalyst supported on Fe 3 O 4 in gram scale without calcination. One pot synthesis of a number of secondary amines was achieved from a variety of nitroarenes and aryl or alkyl aldehydes under 1 atm of H 2 at room temperature. No N ‐debenzylation was observed in the case of the reactions involving aryl aldehydes, which is often observed in the reductive amination catalysed by a transition metal catalyst such as palladium. We also accomplished efficient one‐pot synthesis of a number of N ‐aryl substituted isoindolinone derivatives from 1‐formylbenzoic acid and several nitroarenes using the same reaction conditions. Furthermore, thanks to the magnetic property of the Fe 3 O 4 support, the AuPd−Fe 3 O 4 NPs could be easily separated and reused up to 20 times without the loss of its catalytic activity.