Self-Supported Polymeric Ruthenium Complexes as Olefin Metathesis Catalysts in Synthesis of Heterocyclic Compounds
New ruthenium olefin metathesis catalysts containing N-heterocyclic carbene (NHC) connected by a linker tether to a benzylidene ligand were studied. Such obtained self-chelated Hoveyda–Grubbs type complexes existed in the form of an organometallic polymer but could still catalyze olefin metathesis a...
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| Format: | Article |
| Language: | English |
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MDPI AG
2022-09-01
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| Series: | Catalysts |
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| Online Access: | https://www.mdpi.com/2073-4344/12/10/1087 |
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| author | Adam A. Rajkiewicz Anna Kajetanowicz Karol Grela |
| author_facet | Adam A. Rajkiewicz Anna Kajetanowicz Karol Grela |
| author_sort | Adam A. Rajkiewicz |
| collection | DOAJ |
| description | New ruthenium olefin metathesis catalysts containing N-heterocyclic carbene (NHC) connected by a linker tether to a benzylidene ligand were studied. Such obtained self-chelated Hoveyda–Grubbs type complexes existed in the form of an organometallic polymer but could still catalyze olefin metathesis after being dissolved in an organic solvent. Although these polymeric catalysts exhibited a slightly lower activity compared to structurally related nonpolymeric catalysts, they were successfully used in a number of ring-closing metathesis reactions leading to a variety of heterocyclic compounds, including biologically and pharmacologically related analogues of cathepsin K inhibitor and sildenafil (Viagra™). In the last case, a good solubility of a polymeric catalyst in toluene allowed the separation of the product from the catalyst via simple filtration. |
| first_indexed | 2024-03-09T20:31:31Z |
| format | Article |
| id | doaj.art-dc9302d98b5949bf917978a8e1c3f18f |
| institution | Directory Open Access Journal |
| issn | 2073-4344 |
| language | English |
| last_indexed | 2024-03-09T20:31:31Z |
| publishDate | 2022-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Catalysts |
| spelling | doaj.art-dc9302d98b5949bf917978a8e1c3f18f2023-11-23T23:23:23ZengMDPI AGCatalysts2073-43442022-09-011210108710.3390/catal12101087Self-Supported Polymeric Ruthenium Complexes as Olefin Metathesis Catalysts in Synthesis of Heterocyclic CompoundsAdam A. Rajkiewicz0Anna Kajetanowicz1Karol Grela2Biological and Chemical Research Centre, Faculty of Chemistry, University of Warsaw, Żwirki i Wigury 101, 02-089 Warsaw, PolandBiological and Chemical Research Centre, Faculty of Chemistry, University of Warsaw, Żwirki i Wigury 101, 02-089 Warsaw, PolandBiological and Chemical Research Centre, Faculty of Chemistry, University of Warsaw, Żwirki i Wigury 101, 02-089 Warsaw, PolandNew ruthenium olefin metathesis catalysts containing N-heterocyclic carbene (NHC) connected by a linker tether to a benzylidene ligand were studied. Such obtained self-chelated Hoveyda–Grubbs type complexes existed in the form of an organometallic polymer but could still catalyze olefin metathesis after being dissolved in an organic solvent. Although these polymeric catalysts exhibited a slightly lower activity compared to structurally related nonpolymeric catalysts, they were successfully used in a number of ring-closing metathesis reactions leading to a variety of heterocyclic compounds, including biologically and pharmacologically related analogues of cathepsin K inhibitor and sildenafil (Viagra™). In the last case, a good solubility of a polymeric catalyst in toluene allowed the separation of the product from the catalyst via simple filtration.https://www.mdpi.com/2073-4344/12/10/1087olefin metathesisrutheniumself-supported polymeric complex |
| spellingShingle | Adam A. Rajkiewicz Anna Kajetanowicz Karol Grela Self-Supported Polymeric Ruthenium Complexes as Olefin Metathesis Catalysts in Synthesis of Heterocyclic Compounds Catalysts olefin metathesis ruthenium self-supported polymeric complex |
| title | Self-Supported Polymeric Ruthenium Complexes as Olefin Metathesis Catalysts in Synthesis of Heterocyclic Compounds |
| title_full | Self-Supported Polymeric Ruthenium Complexes as Olefin Metathesis Catalysts in Synthesis of Heterocyclic Compounds |
| title_fullStr | Self-Supported Polymeric Ruthenium Complexes as Olefin Metathesis Catalysts in Synthesis of Heterocyclic Compounds |
| title_full_unstemmed | Self-Supported Polymeric Ruthenium Complexes as Olefin Metathesis Catalysts in Synthesis of Heterocyclic Compounds |
| title_short | Self-Supported Polymeric Ruthenium Complexes as Olefin Metathesis Catalysts in Synthesis of Heterocyclic Compounds |
| title_sort | self supported polymeric ruthenium complexes as olefin metathesis catalysts in synthesis of heterocyclic compounds |
| topic | olefin metathesis ruthenium self-supported polymeric complex |
| url | https://www.mdpi.com/2073-4344/12/10/1087 |
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