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Reaction and Mechanistic Studies of Heterogeneous Hydroamination over Support‐Stabilized Gold Nanoparticles
Author(s) -
Sengupta Manideepa,
Bag Arijit,
Das Subhasis,
Shukla Astha,
Konathala L. N. Sivakumar,
Naidu C. A.,
Bordoloi Ankur
Publication year - 2016
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201600762
Subject(s) - phenylacetylene , physisorption , x ray photoelectron spectroscopy , hydroamination , fourier transform infrared spectroscopy , colloidal gold , chloroauric acid , catalysis , chemistry , chemical engineering , nanoparticle , aniline , transmission electron microscopy , materials science , nanotechnology , organic chemistry , engineering
Highly stable gold nanoparticles (GNPs) around 5–6 nm have been prepared by in situ reduction of chloroauric acid on the surface of nitrogen‐rich mesoporous carbon (MCN) without adding any extra stabilizing agent. The synthesized materials have been efficiently utilized as a catalyst for the truly heterogeneous hydroamination of phenylacetylene with aniline. Large turnover numbers (42×10 6 ) were achieved by suitably adjusting the gold/support (w/w) ratio, time, temperature, and solvent, leading to 98 % selectivity towards the Markovnikov product. Density functional theory (DFT) studies have been performed to predict the mechanistic pathway of hydroamination with Au 0 in GNP@MCN. To understand the structure–activity relationship, the catalyst was characterized by using different techniques such as X‐ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), nitrogen physisorption studies (BET), X‐ray photoelectron spectroscopy (XPS), and Fourier transform infrared (FTIR) spectroscopy.