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Palladium Nanoparticle‐Catalyzed Direct Ethynylation of Aliphatic Carboxylic Acid Derivatives via C( sp 3 )H Bond Functionalization
Author(s) -
AlAmin Mohammad,
Arisawa Mitsuhiro,
Shuto Satoshi,
Ano Yusuke,
Tobisu Mamoru,
Chatani Naoto
Publication year - 2014
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.201301180
Subject(s) - surface modification , chemistry , palladium , catalysis , leaching (pedology) , nanoparticle , yield (engineering) , sulfur , carboxylic acid , organic chemistry , combinatorial chemistry , polymer chemistry , nanotechnology , metallurgy , materials science , environmental science , soil science , soil water
We have developed a sulfur‐modified, gold‐supported palladium material (SAuPd) with palladium, Pd, nanoparticles on its surface; it is a recyclable, low‐leaching Pd catalyst. Here we report, using SAuPd, the first example of Pd nanoparticle‐catalyzed, unactivated C( sp 3 )H bond functionalization of amides, using 8‐aminoquinoline as a directing group, to yield ethynylated products. The low leaching properties of SAuPd enabled it to be recycled and reused 10 times for C( sp 3 )H bond functionalization.