PtII-N‐heterocyclic carbene complexes in solvent‐free alkene hydrosilylation
Herein, we report the catalytic activity of a series of platinum(II) pre-catalysts, bearing N-heterocyclic carbene (NHC) ligands, in the alkene hydrosilylation reaction. Their structural and electronic properties are fully investigated using X-ray diffraction analysis and nuclear magnetic resonance...
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| creator | Maliszewski, Benon Al Chami Al Bayrakdar, Tahani Lambert, Perrine Hamdouna, Lama Trivelli, Xavier Cavallo, Luigi Poater, Albert Beliš, Marek Lafon, Olivier Van Hecke, Kristof Ormerod, Dominic Cazin, Catherine Nahra, Fady Nolan, Steven |
| description | Herein, we report the catalytic activity of a series of platinum(II) pre-catalysts, bearing N-heterocyclic carbene (NHC) ligands, in the alkene hydrosilylation reaction. Their structural and electronic properties are fully investigated using X-ray diffraction analysis and nuclear magnetic resonance spectroscopy (NMR). Next, our study presents a structure-activity relationship within this group of pre-catalysts and gives mechanistic insights into the catalyst activation step. An exceptional catalytic performance of one of the complexes is observed, reaching a turnover number (TON) of 970 000 and a turnover frequency (TOF) of 40 417 h(-1) at 1 ppm catalyst loading. Finally, an attractive solvent-free and open-to-air alkene hydrosilylation protocol, featuring efficient platinum removal (reduction of residual Pt from 582 ppm to 5.8 ppm), is disclosed. |
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Their structural and electronic properties are fully investigated using X-ray diffraction analysis and nuclear magnetic resonance spectroscopy (NMR). Next, our study presents a structure-activity relationship within this group of pre-catalysts and gives mechanistic insights into the catalyst activation step. An exceptional catalytic performance of one of the complexes is observed, reaching a turnover number (TON) of 970 000 and a turnover frequency (TOF) of 40 417 h(-1) at 1 ppm catalyst loading. Finally, an attractive solvent-free and open-to-air alkene hydrosilylation protocol, featuring efficient platinum removal (reduction of residual Pt from 582 ppm to 5.8 ppm), is disclosed.</description><identifier>ISSN: 1521-3765</identifier><identifier>ISSN: 0947-6539</identifier><language>eng</language><subject>alkenes ; APPROXIMATION ; BASIS-SETS ; Catalysis ; Chemistry ; EFFICIENT ; ELECTRONIC-PROPERTIES ; General Chemistry ; hydrosilylation ; LIGANDS ; N-heterocyclic carbenes ; NHC NHC ; Organic Chemistry ; platinum ; PLATINUM CATALYSTS ; PLATINUM-CARBENE COMPLEXES ; solvent-free catalysis ; STERIC PROPERTIES ; ZETA VALENCE QUALITY</subject><creationdate>2023</creationdate><rights>No license (in copyright) info:eu-repo/semantics/openAccess</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,315,780,784,4024,27860</link.rule.ids></links><search><creatorcontrib>Maliszewski, Benon</creatorcontrib><creatorcontrib>Al Chami Al Bayrakdar, Tahani</creatorcontrib><creatorcontrib>Lambert, Perrine</creatorcontrib><creatorcontrib>Hamdouna, Lama</creatorcontrib><creatorcontrib>Trivelli, Xavier</creatorcontrib><creatorcontrib>Cavallo, Luigi</creatorcontrib><creatorcontrib>Poater, Albert</creatorcontrib><creatorcontrib>Beliš, Marek</creatorcontrib><creatorcontrib>Lafon, Olivier</creatorcontrib><creatorcontrib>Van Hecke, Kristof</creatorcontrib><creatorcontrib>Ormerod, Dominic</creatorcontrib><creatorcontrib>Cazin, Catherine</creatorcontrib><creatorcontrib>Nahra, Fady</creatorcontrib><creatorcontrib>Nolan, Steven</creatorcontrib><title>PtII-N‐heterocyclic carbene complexes in solvent‐free alkene hydrosilylation</title><description>Herein, we report the catalytic activity of a series of platinum(II) pre-catalysts, bearing N-heterocyclic carbene (NHC) ligands, in the alkene hydrosilylation reaction. Their structural and electronic properties are fully investigated using X-ray diffraction analysis and nuclear magnetic resonance spectroscopy (NMR). Next, our study presents a structure-activity relationship within this group of pre-catalysts and gives mechanistic insights into the catalyst activation step. An exceptional catalytic performance of one of the complexes is observed, reaching a turnover number (TON) of 970 000 and a turnover frequency (TOF) of 40 417 h(-1) at 1 ppm catalyst loading. Finally, an attractive solvent-free and open-to-air alkene hydrosilylation protocol, featuring efficient platinum removal (reduction of residual Pt from 582 ppm to 5.8 ppm), is disclosed.</description><subject>alkenes</subject><subject>APPROXIMATION</subject><subject>BASIS-SETS</subject><subject>Catalysis</subject><subject>Chemistry</subject><subject>EFFICIENT</subject><subject>ELECTRONIC-PROPERTIES</subject><subject>General Chemistry</subject><subject>hydrosilylation</subject><subject>LIGANDS</subject><subject>N-heterocyclic carbenes</subject><subject>NHC NHC</subject><subject>Organic Chemistry</subject><subject>platinum</subject><subject>PLATINUM CATALYSTS</subject><subject>PLATINUM-CARBENE COMPLEXES</subject><subject>solvent-free catalysis</subject><subject>STERIC PROPERTIES</subject><subject>ZETA VALENCE QUALITY</subject><issn>1521-3765</issn><issn>0947-6539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><sourceid>ADGLB</sourceid><recordid>eNqtjEsKwjAURTNQ8LuHbKCQGKo49a9gkdJBHYU0Pk00NpJEsTOX4BpdiQouwdEZ3HNPDTVp3KMRG_TjBmp5fySEDPuMNdFmE5bLKHk9ngoCOCsrabTEUrgCSsDSni8G7uCxLrG35gZl-Lh7B4CFOX0VVe2c9dpURgRtyw6q74Xx0P2xjaazaTZeRAf1-XKjCwdSBG6F5sJJpW_Ar4fvVAAndDHKWZrPyYTR7TpPxynN4nierNi_Om9sZFj1</recordid><startdate>2023</startdate><enddate>2023</enddate><creator>Maliszewski, Benon</creator><creator>Al Chami Al Bayrakdar, Tahani</creator><creator>Lambert, Perrine</creator><creator>Hamdouna, Lama</creator><creator>Trivelli, Xavier</creator><creator>Cavallo, Luigi</creator><creator>Poater, Albert</creator><creator>Beliš, Marek</creator><creator>Lafon, Olivier</creator><creator>Van Hecke, Kristof</creator><creator>Ormerod, Dominic</creator><creator>Cazin, Catherine</creator><creator>Nahra, Fady</creator><creator>Nolan, Steven</creator><scope>ADGLB</scope></search><sort><creationdate>2023</creationdate><title>PtII-N‐heterocyclic carbene complexes in solvent‐free alkene hydrosilylation</title><author>Maliszewski, Benon ; Al Chami Al Bayrakdar, Tahani ; Lambert, Perrine ; Hamdouna, Lama ; Trivelli, Xavier ; Cavallo, Luigi ; Poater, Albert ; Beliš, Marek ; Lafon, Olivier ; Van Hecke, Kristof ; Ormerod, Dominic ; Cazin, Catherine ; Nahra, Fady ; Nolan, Steven</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-ghent_librecat_oai_archive_ugent_be_01HBX3RXG0D31YMXRCR1T55GNJ3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>alkenes</topic><topic>APPROXIMATION</topic><topic>BASIS-SETS</topic><topic>Catalysis</topic><topic>Chemistry</topic><topic>EFFICIENT</topic><topic>ELECTRONIC-PROPERTIES</topic><topic>General Chemistry</topic><topic>hydrosilylation</topic><topic>LIGANDS</topic><topic>N-heterocyclic carbenes</topic><topic>NHC NHC</topic><topic>Organic Chemistry</topic><topic>platinum</topic><topic>PLATINUM CATALYSTS</topic><topic>PLATINUM-CARBENE COMPLEXES</topic><topic>solvent-free catalysis</topic><topic>STERIC PROPERTIES</topic><topic>ZETA VALENCE QUALITY</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Maliszewski, Benon</creatorcontrib><creatorcontrib>Al Chami Al Bayrakdar, Tahani</creatorcontrib><creatorcontrib>Lambert, Perrine</creatorcontrib><creatorcontrib>Hamdouna, Lama</creatorcontrib><creatorcontrib>Trivelli, Xavier</creatorcontrib><creatorcontrib>Cavallo, Luigi</creatorcontrib><creatorcontrib>Poater, Albert</creatorcontrib><creatorcontrib>Beliš, Marek</creatorcontrib><creatorcontrib>Lafon, Olivier</creatorcontrib><creatorcontrib>Van Hecke, Kristof</creatorcontrib><creatorcontrib>Ormerod, Dominic</creatorcontrib><creatorcontrib>Cazin, Catherine</creatorcontrib><creatorcontrib>Nahra, Fady</creatorcontrib><creatorcontrib>Nolan, Steven</creatorcontrib><collection>Ghent University Academic Bibliography</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Maliszewski, Benon</au><au>Al Chami Al Bayrakdar, Tahani</au><au>Lambert, Perrine</au><au>Hamdouna, Lama</au><au>Trivelli, Xavier</au><au>Cavallo, Luigi</au><au>Poater, Albert</au><au>Beliš, Marek</au><au>Lafon, Olivier</au><au>Van Hecke, Kristof</au><au>Ormerod, Dominic</au><au>Cazin, Catherine</au><au>Nahra, Fady</au><au>Nolan, Steven</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>PtII-N‐heterocyclic carbene complexes in solvent‐free alkene hydrosilylation</atitle><date>2023</date><risdate>2023</risdate><issn>1521-3765</issn><issn>0947-6539</issn><abstract>Herein, we report the catalytic activity of a series of platinum(II) pre-catalysts, bearing N-heterocyclic carbene (NHC) ligands, in the alkene hydrosilylation reaction. Their structural and electronic properties are fully investigated using X-ray diffraction analysis and nuclear magnetic resonance spectroscopy (NMR). Next, our study presents a structure-activity relationship within this group of pre-catalysts and gives mechanistic insights into the catalyst activation step. An exceptional catalytic performance of one of the complexes is observed, reaching a turnover number (TON) of 970 000 and a turnover frequency (TOF) of 40 417 h(-1) at 1 ppm catalyst loading. Finally, an attractive solvent-free and open-to-air alkene hydrosilylation protocol, featuring efficient platinum removal (reduction of residual Pt from 582 ppm to 5.8 ppm), is disclosed.</abstract><oa>free_for_read</oa></addata></record> |
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| subjects | alkenes APPROXIMATION BASIS-SETS Catalysis Chemistry EFFICIENT ELECTRONIC-PROPERTIES General Chemistry hydrosilylation LIGANDS N-heterocyclic carbenes NHC NHC Organic Chemistry platinum PLATINUM CATALYSTS PLATINUM-CARBENE COMPLEXES solvent-free catalysis STERIC PROPERTIES ZETA VALENCE QUALITY |
| title | PtII-N‐heterocyclic carbene complexes in solvent‐free alkene hydrosilylation |
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