Selective Aerobic Oxidation of Benzyl Alcohols with Palladium(0) Nanoparticles Suspension in Water
This study concerns one of the rare applications of a suspension of palladium nanoparticles in water for oxidation reactions. The aqueous suspension containing well dispersed nanoparticles of 3.85 nm was obtained following a straightforward procedure involving the reduction of Na 2 PdCl 4 with NaBH...
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Veröffentlicht in: | Catalysis letters 2021-11, Vol.151 (11), p.3239-3249 |
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creator | Bourbiaux, Dolorès Mangematin, Stéphane Djakovitch, Laurent Rataboul, Franck |
description | This study concerns one of the rare applications of a suspension of palladium nanoparticles in water for oxidation reactions. The aqueous suspension containing well dispersed nanoparticles of 3.85 nm was obtained following a straightforward procedure involving the reduction of Na
2
PdCl
4
with NaBH
4
in the presence of PVP as stabilizing agent. In the way of oxidative catalytic valorisation of lignin, the aqueous suspension was directly applied as catalytic medium for the selective oxidation of vanillic alcohol into vanillin (80 °C, O
2
, 1 h) with more than 90% yield. Reusability of the catalytic medium has been demonstrated, acting as “quasi-homogeneous catalyst”. More sophisticated lignin-derived substrates like veratryl alcohol and hydrobenzoin gave yields of 50–80% to the respective aldehyde and ketone. In parallel, this as-synthesized suspension was directly used to prepare a Pd/TiO
2
catalyst, the latter showing less efficiency for the catalytic transformations.
Graphic Abstract |
doi_str_mv | 10.1007/s10562-021-03581-0 |
format | Article |
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2
PdCl
4
with NaBH
4
in the presence of PVP as stabilizing agent. In the way of oxidative catalytic valorisation of lignin, the aqueous suspension was directly applied as catalytic medium for the selective oxidation of vanillic alcohol into vanillin (80 °C, O
2
, 1 h) with more than 90% yield. Reusability of the catalytic medium has been demonstrated, acting as “quasi-homogeneous catalyst”. More sophisticated lignin-derived substrates like veratryl alcohol and hydrobenzoin gave yields of 50–80% to the respective aldehyde and ketone. In parallel, this as-synthesized suspension was directly used to prepare a Pd/TiO
2
catalyst, the latter showing less efficiency for the catalytic transformations.
Graphic Abstract</description><identifier>ISSN: 1011-372X</identifier><identifier>EISSN: 1572-879X</identifier><identifier>DOI: 10.1007/s10562-021-03581-0</identifier><language>eng</language><publisher>New York: Springer US</publisher><subject>Alcohols ; Aldehydes ; Benzyl alcohol ; Catalysis ; Catalysts ; Chemical Sciences ; Chemistry ; Chemistry and Materials Science ; Industrial Chemistry/Chemical Engineering ; Lignin ; Nanoparticles ; Organic chemistry ; Organometallic Chemistry ; Oxidation ; Oxidation-reduction reaction ; Palladium ; Physical Chemistry ; Povidone ; Stabilizers (agents) ; Substrates ; Titanium dioxide ; Vanillin ; Veratryl alcohol</subject><ispartof>Catalysis letters, 2021-11, Vol.151 (11), p.3239-3249</ispartof><rights>The Author(s), under exclusive licence to Springer Science+Business Media, LLC, part of Springer Nature 2021</rights><rights>COPYRIGHT 2021 Springer</rights><rights>The Author(s), under exclusive licence to Springer Science+Business Media, LLC, part of Springer Nature 2021.</rights><rights>Attribution</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c464t-f487cfa7e3b1d94ba154171db2fe460c4f4b6a70d4769cee93f0317bca94743c3</citedby><cites>FETCH-LOGICAL-c464t-f487cfa7e3b1d94ba154171db2fe460c4f4b6a70d4769cee93f0317bca94743c3</cites><orcidid>0000-0001-5084-5608 ; 0000-0002-4299-5937</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s10562-021-03581-0$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s10562-021-03581-0$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>230,314,780,784,885,27923,27924,41487,42556,51318</link.rule.ids><backlink>$$Uhttps://hal.science/hal-03182207$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Bourbiaux, Dolorès</creatorcontrib><creatorcontrib>Mangematin, Stéphane</creatorcontrib><creatorcontrib>Djakovitch, Laurent</creatorcontrib><creatorcontrib>Rataboul, Franck</creatorcontrib><title>Selective Aerobic Oxidation of Benzyl Alcohols with Palladium(0) Nanoparticles Suspension in Water</title><title>Catalysis letters</title><addtitle>Catal Lett</addtitle><description>This study concerns one of the rare applications of a suspension of palladium nanoparticles in water for oxidation reactions. The aqueous suspension containing well dispersed nanoparticles of 3.85 nm was obtained following a straightforward procedure involving the reduction of Na
2
PdCl
4
with NaBH
4
in the presence of PVP as stabilizing agent. In the way of oxidative catalytic valorisation of lignin, the aqueous suspension was directly applied as catalytic medium for the selective oxidation of vanillic alcohol into vanillin (80 °C, O
2
, 1 h) with more than 90% yield. Reusability of the catalytic medium has been demonstrated, acting as “quasi-homogeneous catalyst”. More sophisticated lignin-derived substrates like veratryl alcohol and hydrobenzoin gave yields of 50–80% to the respective aldehyde and ketone. In parallel, this as-synthesized suspension was directly used to prepare a Pd/TiO
2
catalyst, the latter showing less efficiency for the catalytic transformations.
Graphic Abstract</description><subject>Alcohols</subject><subject>Aldehydes</subject><subject>Benzyl alcohol</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Chemical Sciences</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Industrial Chemistry/Chemical Engineering</subject><subject>Lignin</subject><subject>Nanoparticles</subject><subject>Organic chemistry</subject><subject>Organometallic Chemistry</subject><subject>Oxidation</subject><subject>Oxidation-reduction reaction</subject><subject>Palladium</subject><subject>Physical Chemistry</subject><subject>Povidone</subject><subject>Stabilizers (agents)</subject><subject>Substrates</subject><subject>Titanium dioxide</subject><subject>Vanillin</subject><subject>Veratryl alcohol</subject><issn>1011-372X</issn><issn>1572-879X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><sourceid>AFKRA</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><recordid>eNp9kV1rFDEUhoMoWFf_gFcBb-zF1HzNnJnLsWgrLFaoYu9CJnPSTclO1mS22v56s45YBJHASTg8T3jhJeQlZyecMXiTOasbUTHBKybrtsxH5IjXIKoWuqvH5c04rySIq6fkWc43jLEOeHdEhksMaGd_i7THFAdv6cUPP5rZx4lGR9_idH8XaB9s3MSQ6Xc_b-gnE4IZ_X77mh3Tj2aKO5NmbwNmernPO5zywfYT_WpmTM_JE2dCxhe_7xX58v7d59Pzan1x9uG0X1dWNWqunGrBOgMoBz52ajC8Vhz4OAiHqmFWOTU0BtiooOksYicdkxwGazoFSlq5IsfLvxsT9C75rUl3Ohqvz_u1PuwK3grB4JYX9tXC7lL8tsc865u4T1OJp0UNDSihOvFAXZuA2k8uzsnYrc9W9w0AA9m0baFO_kGVM-LW2zih82X_lyAWwaaYc0L3Jy1n-lCnXurUpU79q84yV0QuUi7wdI3pIfF_rJ-2taCd</recordid><startdate>20211101</startdate><enddate>20211101</enddate><creator>Bourbiaux, Dolorès</creator><creator>Mangematin, Stéphane</creator><creator>Djakovitch, Laurent</creator><creator>Rataboul, Franck</creator><general>Springer US</general><general>Springer</general><general>Springer Nature B.V</general><general>Springer Verlag</general><scope>AAYXX</scope><scope>CITATION</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><scope>1XC</scope><scope>VOOES</scope><orcidid>https://orcid.org/0000-0001-5084-5608</orcidid><orcidid>https://orcid.org/0000-0002-4299-5937</orcidid></search><sort><creationdate>20211101</creationdate><title>Selective Aerobic Oxidation of Benzyl Alcohols with Palladium(0) Nanoparticles Suspension in Water</title><author>Bourbiaux, Dolorès ; Mangematin, Stéphane ; Djakovitch, Laurent ; Rataboul, Franck</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c464t-f487cfa7e3b1d94ba154171db2fe460c4f4b6a70d4769cee93f0317bca94743c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Alcohols</topic><topic>Aldehydes</topic><topic>Benzyl alcohol</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Chemical Sciences</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Industrial Chemistry/Chemical Engineering</topic><topic>Lignin</topic><topic>Nanoparticles</topic><topic>Organic chemistry</topic><topic>Organometallic Chemistry</topic><topic>Oxidation</topic><topic>Oxidation-reduction reaction</topic><topic>Palladium</topic><topic>Physical Chemistry</topic><topic>Povidone</topic><topic>Stabilizers (agents)</topic><topic>Substrates</topic><topic>Titanium dioxide</topic><topic>Vanillin</topic><topic>Veratryl alcohol</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Bourbiaux, Dolorès</creatorcontrib><creatorcontrib>Mangematin, Stéphane</creatorcontrib><creatorcontrib>Djakovitch, Laurent</creatorcontrib><creatorcontrib>Rataboul, Franck</creatorcontrib><collection>CrossRef</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</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><collection>Hyper Article en Ligne (HAL)</collection><collection>Hyper Article en Ligne (HAL) (Open Access)</collection><jtitle>Catalysis letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Bourbiaux, Dolorès</au><au>Mangematin, Stéphane</au><au>Djakovitch, Laurent</au><au>Rataboul, Franck</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Selective Aerobic Oxidation of Benzyl Alcohols with Palladium(0) Nanoparticles Suspension in Water</atitle><jtitle>Catalysis letters</jtitle><stitle>Catal Lett</stitle><date>2021-11-01</date><risdate>2021</risdate><volume>151</volume><issue>11</issue><spage>3239</spage><epage>3249</epage><pages>3239-3249</pages><issn>1011-372X</issn><eissn>1572-879X</eissn><abstract>This study concerns one of the rare applications of a suspension of palladium nanoparticles in water for oxidation reactions. The aqueous suspension containing well dispersed nanoparticles of 3.85 nm was obtained following a straightforward procedure involving the reduction of Na
2
PdCl
4
with NaBH
4
in the presence of PVP as stabilizing agent. In the way of oxidative catalytic valorisation of lignin, the aqueous suspension was directly applied as catalytic medium for the selective oxidation of vanillic alcohol into vanillin (80 °C, O
2
, 1 h) with more than 90% yield. Reusability of the catalytic medium has been demonstrated, acting as “quasi-homogeneous catalyst”. More sophisticated lignin-derived substrates like veratryl alcohol and hydrobenzoin gave yields of 50–80% to the respective aldehyde and ketone. In parallel, this as-synthesized suspension was directly used to prepare a Pd/TiO
2
catalyst, the latter showing less efficiency for the catalytic transformations.
Graphic Abstract</abstract><cop>New York</cop><pub>Springer US</pub><doi>10.1007/s10562-021-03581-0</doi><tpages>11</tpages><orcidid>https://orcid.org/0000-0001-5084-5608</orcidid><orcidid>https://orcid.org/0000-0002-4299-5937</orcidid><oa>free_for_read</oa></addata></record> |
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subjects | Alcohols Aldehydes Benzyl alcohol Catalysis Catalysts Chemical Sciences Chemistry Chemistry and Materials Science Industrial Chemistry/Chemical Engineering Lignin Nanoparticles Organic chemistry Organometallic Chemistry Oxidation Oxidation-reduction reaction Palladium Physical Chemistry Povidone Stabilizers (agents) Substrates Titanium dioxide Vanillin Veratryl alcohol |
title | Selective Aerobic Oxidation of Benzyl Alcohols with Palladium(0) Nanoparticles Suspension in Water |
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