MAu2GeS4-Chalcogel (M = Co, Ni): Heterogeneous Intra- and Intermolecular Hydroamination Catalysts

Handle URI:
http://hdl.handle.net/10754/625726
Title:
MAu2GeS4-Chalcogel (M = Co, Ni): Heterogeneous Intra- and Intermolecular Hydroamination Catalysts
Authors:
Davaasuren, Bambar ( 0000-0002-0270-3426 ) ; Emwas, Abdul-Hamid M.; Rothenberger, Alexander
Abstract:
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.
KAUST Department:
Physical Sciences and Engineering (PSE) Division; Imaging and Characterization Core Lab
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.
Publisher:
American Chemical Society (ACS)
Journal:
Inorganic Chemistry
Issue Date:
8-Aug-2017
DOI:
10.1021/acs.inorgchem.7b01099
PubMed ID:
28787154
Type:
Article
ISSN:
0020-1669; 1520-510X
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.
Additional Links:
http://pubs.acs.org/doi/abs/10.1021/acs.inorgchem.7b01099
Appears in Collections:
Articles; Advanced Nanofabrication, Imaging and Characterization Core Lab; Physical Sciences and Engineering (PSE) Division

Full metadata record

DC FieldValue Language
dc.contributor.authorDavaasuren, Bambaren
dc.contributor.authorEmwas, Abdul-Hamid M.en
dc.contributor.authorRothenberger, Alexanderen
dc.date.accessioned2017-10-03T12:49:36Z-
dc.date.available2017-10-03T12:49:36Z-
dc.date.issued2017-08-08en
dc.identifier.citationDavaasuren 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.en
dc.identifier.issn0020-1669en
dc.identifier.issn1520-510Xen
dc.identifier.pmid28787154-
dc.identifier.doi10.1021/acs.inorgchem.7b01099en
dc.identifier.urihttp://hdl.handle.net/10754/625726-
dc.description.abstractHigh 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.en
dc.description.sponsorshipThis 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.en
dc.publisherAmerican Chemical Society (ACS)en
dc.relation.urlhttp://pubs.acs.org/doi/abs/10.1021/acs.inorgchem.7b01099en
dc.titleMAu2GeS4-Chalcogel (M = Co, Ni): Heterogeneous Intra- and Intermolecular Hydroamination Catalystsen
dc.typeArticleen
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.contributor.departmentImaging and Characterization Core Laben
dc.identifier.journalInorganic Chemistryen
kaust.authorDavaasuren, Bambaren
kaust.authorEmwas, Abdul-Hamid M.en
kaust.authorRothenberger, Alexanderen
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