MAu2GeS4-Chalcogel (M = Co, Ni): Heterogeneous Intra- and Intermolecular Hydroamination Catalysts
Type
ArticleKAUST Department
Chemical Science ProgramImaging and Characterization Core Lab
NMR
Physical Science and Engineering (PSE) Division
Date
2017-08-08Online Publication Date
2017-08-08Print Publication Date
2017-08-21Permanent link to this record
http://hdl.handle.net/10754/625726
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High surface area macroporous chalcogenide aerogels (chalcogels) MAu2GeS4 (M = Co, Ni) were prepared from K2Au2GeS4 precursor and Co(OAc)2 or NiCl2 by one-pot sol-gel metathesis reactions in aqueous media. The MAu2GeS4-chalcogels were screened for catalytic intramolecular hydroamination of 4-pentyn-1-amine substrate at different temperatures. 87% and 58% conversion was achieved at 100 °C, using CoAu2GeS4- and NiAu2GeS4-chalcogels respectively, and the reaction kinetics follows the first order. It was established that the catalytic performance of the aerogels is associated with the M(2+) centers present in the structure. Intermolecular hydroamination of aniline with 1-R-4-ethynylbenzene (R = -H, -OCH3, -Br, -F) was carried out at 100 °C using CoAu2GeS4-chalcogel catalyst, due to its promising catalytic performance. The CoAu2GeS4-chalcogel regioselectively converted the pair of substrates to respective Markovnikov products, (E)-1-(4-R-phenyl)-N-phenylethan-1-imine, with 38% to 60% conversion.Citation
Davaasuren B, Emwas A-H, Rothenberger A (2017) MAu2GeS4-Chalcogel (M = Co, Ni): Heterogeneous Intra- and Intermolecular Hydroamination Catalysts. Inorganic Chemistry 56: 9609–9616. Available: http://dx.doi.org/10.1021/acs.inorgchem.7b01099.Sponsors
This research was supported by King Abdullah University of Science and Technology (KAUST) baseline funding. We would like to thank Prof. P. W. Roesky for the advice in catalytic activity measurement and Dr. E. Ahmed for the assistance in chalcogel preparation.Publisher
American Chemical Society (ACS)Journal
Inorganic ChemistryPubMed ID
28787154Additional Links
http://pubs.acs.org/doi/abs/10.1021/acs.inorgchem.7b01099Relations
Is Supplemented By:- [Dataset]
. DOI: 10.5517/ccdc.csd.cc1nxc86 HANDLE: 10754/663842
ae974a485f413a2113503eed53cd6c53
10.1021/acs.inorgchem.7b01099
Scopus Count
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