Novel NHC-Based Au(I) Complexes as Precursors of Highly Pure Au(0) Nuggets under Oxidative Conditions
The Lewis-acidic character and robustness of NHC-Au(I) complexes enable them to catalyze a large number of reactions, and they are enthroned as the catalysts of choice for many transformations among polyunsaturated substrates. More recently, Au(I)/Au(III) catalysis has been explored either by utiliz...
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| Published in | Molecules (Basel, Switzerland) Vol. 28; no. 5; p. 2302 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
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01.03.2023
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| Abstract | The Lewis-acidic character and robustness of NHC-Au(I) complexes enable them to catalyze a large number of reactions, and they are enthroned as the catalysts of choice for many transformations among polyunsaturated substrates. More recently, Au(I)/Au(III) catalysis has been explored either by utilizing external oxidants or by seeking oxidative addition processes with catalysts featuring pendant coordinating groups. Herein, we describe the synthesis and characterization of N-heterocyclic carbene (NHC)-based Au(I) complexes, with and without pendant coordinating groups, and their reactivity in the presence of different oxidants. We demonstrate that when using iodosylbenzene-type oxidants, the NHC ligand undergoes oxidation to afford the corresponding NHC=O azolone products concomitantly with quantitative gold recovery in the form of Au(0) nuggets ~0.5 mm in size. The latter were characterized by SEM and EDX-SEM showing purities above 90%. This study shows that NHC-Au complexes can follow decomposition pathways under certain experimental conditions, thus challenging the believed robustness of the NHC-Au bond and providing a novel methodology to produce Au(0) nuggets. |
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| AbstractList | The Lewis-acidic character and robustness of NHC-Au(I) complexes enable them to catalyze a large number of reactions, and they are enthroned as the catalysts of choice for many transformations among polyunsaturated substrates. More recently, Au(I)/Au(III) catalysis has been explored either by utilizing external oxidants or by seeking oxidative addition processes with catalysts featuring pendant coordinating groups. Herein, we describe the synthesis and characterization of N-heterocyclic carbene (NHC)-based Au(I) complexes, with and without pendant coordinating groups, and their reactivity in the presence of different oxidants. We demonstrate that when using iodosylbenzene-type oxidants, the NHC ligand undergoes oxidation to afford the corresponding NHC=O azolone products concomitantly with quantitative gold recovery in the form of Au(0) nuggets ~0.5 mm in size. The latter were characterized by SEM and EDX-SEM showing purities above 90%. This study shows that NHC-Au complexes can follow decomposition pathways under certain experimental conditions, thus challenging the believed robustness of the NHC-Au bond and providing a novel methodology to produce Au(0) nuggets. |
| Author | Tzouras, Nikolaos V Papastavrou, Argyro T Font, Pau Ribas, Xavi Vougioukalakis, Georgios C |
| AuthorAffiliation | 2 Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis, 15771 Athens, Greece 1 Institut de Química Computacional i Catàlisi and Departament de Química, Universitat de Girona, Campus Montilivi, E-17003 Girona, Catalonia, Spain |
| AuthorAffiliation_xml | – name: 1 Institut de Química Computacional i Catàlisi and Departament de Química, Universitat de Girona, Campus Montilivi, E-17003 Girona, Catalonia, Spain – name: 2 Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis, 15771 Athens, Greece |
| Author_xml | – sequence: 1 givenname: Pau orcidid: 0000-0003-1138-5199 surname: Font fullname: Font, Pau organization: Institut de Química Computacional i Catàlisi and Departament de Química, Universitat de Girona, Campus Montilivi, E-17003 Girona, Catalonia, Spain – sequence: 2 givenname: Nikolaos V orcidid: 0000-0003-1718-0207 surname: Tzouras fullname: Tzouras, Nikolaos V organization: Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis, 15771 Athens, Greece – sequence: 3 givenname: Argyro T surname: Papastavrou fullname: Papastavrou, Argyro T organization: Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis, 15771 Athens, Greece – sequence: 4 givenname: Georgios C orcidid: 0000-0002-4620-5859 surname: Vougioukalakis fullname: Vougioukalakis, Georgios C organization: Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis, 15771 Athens, Greece – sequence: 5 givenname: Xavi orcidid: 0000-0002-2850-4409 surname: Ribas fullname: Ribas, Xavi organization: Institut de Química Computacional i Catàlisi and Departament de Química, Universitat de Girona, Campus Montilivi, E-17003 Girona, Catalonia, Spain |
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| Keywords | NHC-Au(I) complexes Au nuggets oxidized NHC=O compounds iodosylbenzene-type oxidants pendant ligands |
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| Snippet | The Lewis-acidic character and robustness of NHC-Au(I) complexes enable them to catalyze a large number of reactions, and they are enthroned as the catalysts... |
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| SubjectTerms | Acidic oxides Au nuggets Catalysis Catalysts Chemical reactions Decomposition Gold iodosylbenzene-type oxidants Ligands NHC-Au(I) complexes Oxidants Oxidation oxidized NHC=O compounds Oxidizing agents pendant ligands Substrates |
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| Title | Novel NHC-Based Au(I) Complexes as Precursors of Highly Pure Au(0) Nuggets under Oxidative Conditions |
| URI | https://www.ncbi.nlm.nih.gov/pubmed/36903548 https://www.proquest.com/docview/2785218018/abstract/ https://search.proquest.com/docview/2786092804 https://pubmed.ncbi.nlm.nih.gov/PMC10005697 https://doaj.org/article/db304710603244799d3858910927a9b5 |
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