Non-covalent immobilization of RhDuphos on carbon nanotubes and carbon xerogels
•The chiral catalyst RhDuphos has been anchored on carbon nanotubes and xerogels.•Non covalent anchoring strategies were used: electrostatic and π–π interactions.•Supports have been chemically modified to promote desired interactions.•RhDuphos on an oxidized carbon xerogel is active, enantioselectiv...
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Veröffentlicht in: | Applied catalysis. A, General General, 2014-05, Vol.478, p.194-203 |
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creator | Gheorghiu, C.C. de Lecea, C. Salinas-Martínez Román-Martínez, M.C. |
description | •The chiral catalyst RhDuphos has been anchored on carbon nanotubes and xerogels.•Non covalent anchoring strategies were used: electrostatic and π–π interactions.•Supports have been chemically modified to promote desired interactions.•RhDuphos on an oxidized carbon xerogel is active, enantioselective and reusable.
The immobilization of the chiral complex RhDuphos, by electrostatic or π–π (adsorption) interactions, on carbon nanotubes and carbon xerogels is investigated. To promote such interactions, the supports were either oxidized or heat treated to create carboxylic type surface groups or an apolar surface, respectively. The catalysts were tested in the hydrogenation of methyl 2-acetamidoacrylate.
The prepared hybrid catalysts are less active than the homogeneous RhDuphos, but most of them show a high enantioselectivity and the one prepared with the oxidized carbon xerogel is also reusable, being able to give a high substrate conversion, keeping as well a high enantioselectivity. The anchorage by electrostatic interactions is more interesting than the anchorage by π–π interactions, as the π–π adsorption method produces a modification of the metal complex structure leading to an active hybrid catalyst but without enantioselectivity.
The creation of carboxylic groups on the support surface has led to some hindering of the complex leaching. |
doi_str_mv | 10.1016/j.apcata.2014.04.001 |
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The immobilization of the chiral complex RhDuphos, by electrostatic or π–π (adsorption) interactions, on carbon nanotubes and carbon xerogels is investigated. To promote such interactions, the supports were either oxidized or heat treated to create carboxylic type surface groups or an apolar surface, respectively. The catalysts were tested in the hydrogenation of methyl 2-acetamidoacrylate.
The prepared hybrid catalysts are less active than the homogeneous RhDuphos, but most of them show a high enantioselectivity and the one prepared with the oxidized carbon xerogel is also reusable, being able to give a high substrate conversion, keeping as well a high enantioselectivity. The anchorage by electrostatic interactions is more interesting than the anchorage by π–π interactions, as the π–π adsorption method produces a modification of the metal complex structure leading to an active hybrid catalyst but without enantioselectivity.
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The immobilization of the chiral complex RhDuphos, by electrostatic or π–π (adsorption) interactions, on carbon nanotubes and carbon xerogels is investigated. To promote such interactions, the supports were either oxidized or heat treated to create carboxylic type surface groups or an apolar surface, respectively. The catalysts were tested in the hydrogenation of methyl 2-acetamidoacrylate.
The prepared hybrid catalysts are less active than the homogeneous RhDuphos, but most of them show a high enantioselectivity and the one prepared with the oxidized carbon xerogel is also reusable, being able to give a high substrate conversion, keeping as well a high enantioselectivity. The anchorage by electrostatic interactions is more interesting than the anchorage by π–π interactions, as the π–π adsorption method produces a modification of the metal complex structure leading to an active hybrid catalyst but without enantioselectivity.
The creation of carboxylic groups on the support surface has led to some hindering of the complex leaching.</description><subject>Anchorages</subject><subject>Carbon</subject><subject>Carbon nanotubes</subject><subject>Carbon xerogels</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Chemistry</subject><subject>Electrostatics</subject><subject>Exact sciences and technology</subject><subject>General and physical chemistry</subject><subject>Hybrid catalysts</subject><subject>Hydrogenation</subject><subject>Immobilization</subject><subject>Rhodium chiral complex</subject><subject>Surface chemistry</subject><subject>Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry</subject><subject>Xerogels</subject><issn>0926-860X</issn><issn>1873-3875</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><recordid>eNqFUMFqFEEQbcSAa-IfeJiL4GXW6u7p7pmLINFEIRgICt6ampoa08ts99o9GzRf7ywbczTw4FHFe_WKJ8RrCWsJ0r7brHFHOONagWzWsADkM7GSrdO1bp15LlbQKVu3Fn68EC9L2QCAajqzEtdfU6wp3eHEca7Cdpv6MIV7nEOKVRqrm9uP-91tKtUyEuZ-oYgxzfueS4Vx-Lf8zTn95KmciZMRp8KvHvhUfL_49O38c311ffnl_MNVTY3u5loBt70iMCwHY3tlO92NCsGN1hinB8PoqBkb2xnrWPa9Y1IKSA69RE2kT8Xb491dTr_2XGa_DYV4mjBy2hcvrXNd2yptnpYuEWCl69QibY5SyqmUzKPf5bDF_MdL8Ieq_cYfq_aHqj0sALnY3jwkYCGcxoyRQnn0qrZptZaHT94fdUtRfBc4-0KBI_EQMtPshxT-H_QXJU6WKw</recordid><startdate>20140520</startdate><enddate>20140520</enddate><creator>Gheorghiu, C.C.</creator><creator>de Lecea, C. Salinas-Martínez</creator><creator>Román-Martínez, M.C.</creator><general>Elsevier B.V</general><general>Elsevier</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20140520</creationdate><title>Non-covalent immobilization of RhDuphos on carbon nanotubes and carbon xerogels</title><author>Gheorghiu, C.C. ; de Lecea, C. Salinas-Martínez ; Román-Martínez, M.C.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c439t-20e8b2c05e1d56b26939f2a07f65573d5ea7c4f469567e1bb7ec220c1db1a3cc3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Anchorages</topic><topic>Carbon</topic><topic>Carbon nanotubes</topic><topic>Carbon xerogels</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Chemistry</topic><topic>Electrostatics</topic><topic>Exact sciences and technology</topic><topic>General and physical chemistry</topic><topic>Hybrid catalysts</topic><topic>Hydrogenation</topic><topic>Immobilization</topic><topic>Rhodium chiral complex</topic><topic>Surface chemistry</topic><topic>Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry</topic><topic>Xerogels</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Gheorghiu, C.C.</creatorcontrib><creatorcontrib>de Lecea, C. Salinas-Martínez</creatorcontrib><creatorcontrib>Román-Martínez, M.C.</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Applied catalysis. A, General</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gheorghiu, C.C.</au><au>de Lecea, C. Salinas-Martínez</au><au>Román-Martínez, M.C.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Non-covalent immobilization of RhDuphos on carbon nanotubes and carbon xerogels</atitle><jtitle>Applied catalysis. A, General</jtitle><date>2014-05-20</date><risdate>2014</risdate><volume>478</volume><spage>194</spage><epage>203</epage><pages>194-203</pages><issn>0926-860X</issn><eissn>1873-3875</eissn><abstract>•The chiral catalyst RhDuphos has been anchored on carbon nanotubes and xerogels.•Non covalent anchoring strategies were used: electrostatic and π–π interactions.•Supports have been chemically modified to promote desired interactions.•RhDuphos on an oxidized carbon xerogel is active, enantioselective and reusable.
The immobilization of the chiral complex RhDuphos, by electrostatic or π–π (adsorption) interactions, on carbon nanotubes and carbon xerogels is investigated. To promote such interactions, the supports were either oxidized or heat treated to create carboxylic type surface groups or an apolar surface, respectively. The catalysts were tested in the hydrogenation of methyl 2-acetamidoacrylate.
The prepared hybrid catalysts are less active than the homogeneous RhDuphos, but most of them show a high enantioselectivity and the one prepared with the oxidized carbon xerogel is also reusable, being able to give a high substrate conversion, keeping as well a high enantioselectivity. The anchorage by electrostatic interactions is more interesting than the anchorage by π–π interactions, as the π–π adsorption method produces a modification of the metal complex structure leading to an active hybrid catalyst but without enantioselectivity.
The creation of carboxylic groups on the support surface has led to some hindering of the complex leaching.</abstract><cop>Kidlington</cop><pub>Elsevier B.V</pub><doi>10.1016/j.apcata.2014.04.001</doi><tpages>10</tpages></addata></record> |
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subjects | Anchorages Carbon Carbon nanotubes Carbon xerogels Catalysis Catalysts Chemistry Electrostatics Exact sciences and technology General and physical chemistry Hybrid catalysts Hydrogenation Immobilization Rhodium chiral complex Surface chemistry Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry Xerogels |
title | Non-covalent immobilization of RhDuphos on carbon nanotubes and carbon xerogels |
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