Synthesis of Imines by Selective Oxidation of Amines on alloy nanoparticles of palladium and gold under visible light irradiation at ambient temperatures
Imines are important intermediates in organic synthesis. To avoid derivatives, the research on direct oxidized amines as an alternative method is imminent. The gold (Au)–palladium (Pd) alloy nanoparticles (NPs) catalyst shows a favourable activity and high selectivity on benzylamine oxidation reacti...
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| Veröffentlicht in: | Catalysis letters 2020-06, Vol.150 (6), p.1757-1765 |
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| creator | Eerdemutu Ding, Lijun Li, Chun Zhao, Shuang Sheng, Xianliang |
| description | Imines are important intermediates in organic synthesis. To avoid derivatives, the research on direct oxidized amines as an alternative method is imminent. The gold (Au)–palladium (Pd) alloy nanoparticles (NPs) catalyst shows a favourable activity and high selectivity on benzylamine oxidation reaction under light irradiation. The yield of the reaction on the alloy NPs with a Au:Pd ratio of 1:1.86 in the dark was 36% at 45 °C, while the yield increased to 95% under light illumination. The study demonstrates different properties from alloy NP to pure Au NP and Pd NP catalysts which may be caused by increased surface charge heterogeneity in the alloy system. The conversion rate of the reaction can also be enhanced by light irradiation and heat. The light energy which utilized by Localized Surface Plasmon Resonance effect of gold in alloy system can highly enhanced the efficiency of reaction. These findings provide useful guidelines for designing efficient alloy catalysts with a plasmonic metal and a catalytically active transition metal for various organic syntheses driven by sunlight.
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| doi_str_mv | 10.1007/s10562-019-03079-w |
| format | Article |
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Graphic Abstract</description><subject>Alloy systems</subject><subject>Alloys</subject><subject>Ambient temperature</subject><subject>Amines</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Gold</subject><subject>Heterogeneity</subject><subject>Imines</subject><subject>Industrial Chemistry/Chemical Engineering</subject><subject>Light</subject><subject>Light irradiation</subject><subject>Nanoalloys</subject><subject>Nanoparticles</subject><subject>Organometallic Chemistry</subject><subject>Oxidation</subject><subject>Oxidation-reduction reaction</subject><subject>Palladium</subject><subject>Palladium catalysts</subject><subject>Physical Chemistry</subject><subject>Schiff bases</subject><subject>Selectivity</subject><subject>Specialty metals industry</subject><subject>Surface charge</subject><subject>Transition metal compounds</subject><subject>Transition metals</subject><issn>1011-372X</issn><issn>1572-879X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>AFKRA</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><recordid>eNp9kc1q3DAURk1poWnaF-hK0FUXTnRlyxoth9CfgUCg00J2QpauHQVbmkpyknmUvm2VOFCyKVpIupzzSfBV1UegZ0CpOE9AecdqCrKmDRWyvn9VnQAXrN4Ief26nClA3Qh2_bZ6l9ItpVQKkCfVn_3R5xtMLpEwkN3sPCbSH8keJzTZ3SG5enBWZxf8I7BdgXLR0xSOxGsfDjpmZyZ8SjiUubZumYn2loxhsmTxFiO5c8n1E5LJjTeZuBgLtcbqTPTcO_SZZJwPGHVeIqb31ZtBTwk_PO-n1a-vX35efK8vr77tLraXtWmZzDXKHsD2gtHWMM1taywfYKCWgWEcRc82jW4BoO85x95wrjtgA4VNB4M1rDmtPq25hxh-L5iyug1L9OVJxRrZCi4ayQt1tlKjnlA5P4QctSnL4uxM8Di4Mt92jFHZMZBF-PxCKEzGhzzqJSW12_94ybKVNTGkFHFQh-hmHY8KqHrsV639qtKveupX3RepWaVUYD9i_Pfv_1h_ARygq4Y</recordid><startdate>20200601</startdate><enddate>20200601</enddate><creator>Eerdemutu</creator><creator>Ding, Lijun</creator><creator>Li, Chun</creator><creator>Zhao, Shuang</creator><creator>Sheng, Xianliang</creator><general>Springer US</general><general>Springer</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>ISR</scope><scope>8FE</scope><scope>8FG</scope><scope>ABJCF</scope><scope>AFKRA</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>HCIFZ</scope><scope>KB.</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope></search><sort><creationdate>20200601</creationdate><title>Synthesis of Imines by Selective Oxidation of Amines on alloy nanoparticles of palladium and gold under visible light irradiation at ambient temperatures</title><author>Eerdemutu ; Ding, Lijun ; Li, Chun ; Zhao, Shuang ; Sheng, Xianliang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c429t-e9b11db7204c2a5d4cd5f1f0d21c25e7b283a4111bb55ebc55a612f01861fdc23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Alloy systems</topic><topic>Alloys</topic><topic>Ambient temperature</topic><topic>Amines</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Gold</topic><topic>Heterogeneity</topic><topic>Imines</topic><topic>Industrial Chemistry/Chemical Engineering</topic><topic>Light</topic><topic>Light irradiation</topic><topic>Nanoalloys</topic><topic>Nanoparticles</topic><topic>Organometallic Chemistry</topic><topic>Oxidation</topic><topic>Oxidation-reduction reaction</topic><topic>Palladium</topic><topic>Palladium catalysts</topic><topic>Physical Chemistry</topic><topic>Schiff bases</topic><topic>Selectivity</topic><topic>Specialty metals industry</topic><topic>Surface charge</topic><topic>Transition metal compounds</topic><topic>Transition metals</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Eerdemutu</creatorcontrib><creatorcontrib>Ding, Lijun</creatorcontrib><creatorcontrib>Li, Chun</creatorcontrib><creatorcontrib>Zhao, Shuang</creatorcontrib><creatorcontrib>Sheng, Xianliang</creatorcontrib><collection>CrossRef</collection><collection>Gale In Context: Science</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central</collection><collection>Technology Collection (ProQuest)</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>SciTech Premium Collection</collection><collection>Materials Science Database</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><jtitle>Catalysis letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Eerdemutu</au><au>Ding, Lijun</au><au>Li, Chun</au><au>Zhao, Shuang</au><au>Sheng, Xianliang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of Imines by Selective Oxidation of Amines on alloy nanoparticles of palladium and gold under visible light irradiation at ambient temperatures</atitle><jtitle>Catalysis letters</jtitle><stitle>Catal Lett</stitle><date>2020-06-01</date><risdate>2020</risdate><volume>150</volume><issue>6</issue><spage>1757</spage><epage>1765</epage><pages>1757-1765</pages><issn>1011-372X</issn><eissn>1572-879X</eissn><abstract>Imines are important intermediates in organic synthesis. To avoid derivatives, the research on direct oxidized amines as an alternative method is imminent. The gold (Au)–palladium (Pd) alloy nanoparticles (NPs) catalyst shows a favourable activity and high selectivity on benzylamine oxidation reaction under light irradiation. The yield of the reaction on the alloy NPs with a Au:Pd ratio of 1:1.86 in the dark was 36% at 45 °C, while the yield increased to 95% under light illumination. The study demonstrates different properties from alloy NP to pure Au NP and Pd NP catalysts which may be caused by increased surface charge heterogeneity in the alloy system. The conversion rate of the reaction can also be enhanced by light irradiation and heat. The light energy which utilized by Localized Surface Plasmon Resonance effect of gold in alloy system can highly enhanced the efficiency of reaction. These findings provide useful guidelines for designing efficient alloy catalysts with a plasmonic metal and a catalytically active transition metal for various organic syntheses driven by sunlight.
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| subjects | Alloy systems Alloys Ambient temperature Amines Catalysis Catalysts Chemistry Chemistry and Materials Science Gold Heterogeneity Imines Industrial Chemistry/Chemical Engineering Light Light irradiation Nanoalloys Nanoparticles Organometallic Chemistry Oxidation Oxidation-reduction reaction Palladium Palladium catalysts Physical Chemistry Schiff bases Selectivity Specialty metals industry Surface charge Transition metal compounds Transition metals |
| title | Synthesis of Imines by Selective Oxidation of Amines on alloy nanoparticles of palladium and gold under visible light irradiation at ambient temperatures |
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