Heterogeneous Palladium Catalysts for a New One-Pot Chemical Route in the Synthesis of Fragrances Based on the Heck Reaction
The one‐pot synthesis of the fragrance 4‐(p‐methoxyphenyl)butan‐2‐one, with raspberry scent, has been carried out using palladium on different supports such as magnesium oxide (MgO), hydrotalcite, hydroxyapatite (HA), aluminium oxide (γ‐Al2O3) and titanium dioxide (TiO2). The first pathway consists...
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| Veröffentlicht in: | Advanced synthesis & catalysis 2007-08, Vol.349 (11-12), p.1949-1954 |
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| container_end_page | 1954 |
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| container_issue | 11-12 |
| container_start_page | 1949 |
| container_title | Advanced synthesis & catalysis |
| container_volume | 349 |
| creator | Climent, Maria Jose Corma, Avelino Iborra, Sara Mifsud, Maria |
| description | The one‐pot synthesis of the fragrance 4‐(p‐methoxyphenyl)butan‐2‐one, with raspberry scent, has been carried out using palladium on different supports such as magnesium oxide (MgO), hydrotalcite, hydroxyapatite (HA), aluminium oxide (γ‐Al2O3) and titanium dioxide (TiO2). The first pathway consists of a Heck coupling between 4‐methoxyiodoanisole and methyl vinyl ketone followed by hydrogenation. Palladium supported on titanium dioxide showed the best performance for carrying out both consecutive steps giving 4‐(p‐methoxyphenyl)butan‐2‐one with high yields and selectivity. The Pd‐TiO2 catalyst is more active than a homogeneous palladium complex that is well accepted in the literature as being highly active for performing Heck reactions. |
| doi_str_mv | 10.1002/adsc.200700026 |
| format | Article |
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The first pathway consists of a Heck coupling between 4‐methoxyiodoanisole and methyl vinyl ketone followed by hydrogenation. Palladium supported on titanium dioxide showed the best performance for carrying out both consecutive steps giving 4‐(p‐methoxyphenyl)butan‐2‐one with high yields and selectivity. The Pd‐TiO2 catalyst is more active than a homogeneous palladium complex that is well accepted in the literature as being highly active for performing Heck reactions.</description><identifier>ISSN: 1615-4150</identifier><identifier>EISSN: 1615-4169</identifier><identifier>DOI: 10.1002/adsc.200700026</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>fragrances ; Heck reaction ; one-pot reaction ; palladium ; raspberry scent ; supported catalysts</subject><ispartof>Advanced synthesis & catalysis, 2007-08, Vol.349 (11-12), p.1949-1954</ispartof><rights>Copyright © 2007 WILEY‐VCH Verlag GmbH & Co. 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The Pd‐TiO2 catalyst is more active than a homogeneous palladium complex that is well accepted in the literature as being highly active for performing Heck reactions.</description><subject>fragrances</subject><subject>Heck reaction</subject><subject>one-pot reaction</subject><subject>palladium</subject><subject>raspberry scent</subject><subject>supported catalysts</subject><issn>1615-4150</issn><issn>1615-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><recordid>eNqFkEtPwzAQhCMEEs8rZ5-4pdh52M4RAqWIp1oQR2vjblpDGoPtCirx4wkEVdw4za4030gzUXTI6IBRmhzD1OtBQqmg3cc3oh3GWR5njBeb6zun29Gu98-UMiGF2Ik-RxjQ2Rm2aJee3EPTwNQsF6SEAM3KB09q6wiQW3wndy3G9zaQco4Lo6EhY7sMSExLwhzJZNV24o0ntiZDBzMHrUZPTsHjlNjeNEL9QsYIOhjb7kdbNTQeD351L3ocnj-Uo_j67uKyPLmOdZpLHsuKaSmmhUjyOk8lMA5VXWQV5xkvuGQ0qxJa1aISMi-KiuWCodCY6RohkRLTveioz3119m2JPqiF8Rq7qj-tVUqpzLqgzjjojdpZ7x3W6tWZBbiVYlR9j6y-R1brkTug6IF30-DqH7c6OZuUf9m4Z40P-LFmwb0oLlKRq6fbC0VPr4pyeFOqp_QL1JWQFA</recordid><startdate>20070806</startdate><enddate>20070806</enddate><creator>Climent, Maria Jose</creator><creator>Corma, Avelino</creator><creator>Iborra, Sara</creator><creator>Mifsud, Maria</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QF</scope><scope>7U5</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20070806</creationdate><title>Heterogeneous Palladium Catalysts for a New One-Pot Chemical Route in the Synthesis of Fragrances Based on the Heck Reaction</title><author>Climent, Maria Jose ; Corma, Avelino ; Iborra, Sara ; Mifsud, Maria</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3586-8b1c87d9725f538a16abf94b6646968104b20bf7b78599b1571e7ce4cfea288e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>fragrances</topic><topic>Heck reaction</topic><topic>one-pot reaction</topic><topic>palladium</topic><topic>raspberry scent</topic><topic>supported catalysts</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Climent, Maria Jose</creatorcontrib><creatorcontrib>Corma, Avelino</creatorcontrib><creatorcontrib>Iborra, Sara</creatorcontrib><creatorcontrib>Mifsud, Maria</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><collection>Aluminium Industry Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Advanced synthesis & catalysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Climent, Maria Jose</au><au>Corma, Avelino</au><au>Iborra, Sara</au><au>Mifsud, Maria</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Heterogeneous Palladium Catalysts for a New One-Pot Chemical Route in the Synthesis of Fragrances Based on the Heck Reaction</atitle><jtitle>Advanced synthesis & catalysis</jtitle><addtitle>Adv. Synth. Catal</addtitle><date>2007-08-06</date><risdate>2007</risdate><volume>349</volume><issue>11-12</issue><spage>1949</spage><epage>1954</epage><pages>1949-1954</pages><issn>1615-4150</issn><eissn>1615-4169</eissn><abstract>The one‐pot synthesis of the fragrance 4‐(p‐methoxyphenyl)butan‐2‐one, with raspberry scent, has been carried out using palladium on different supports such as magnesium oxide (MgO), hydrotalcite, hydroxyapatite (HA), aluminium oxide (γ‐Al2O3) and titanium dioxide (TiO2). The first pathway consists of a Heck coupling between 4‐methoxyiodoanisole and methyl vinyl ketone followed by hydrogenation. Palladium supported on titanium dioxide showed the best performance for carrying out both consecutive steps giving 4‐(p‐methoxyphenyl)butan‐2‐one with high yields and selectivity. 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| ispartof | Advanced synthesis & catalysis, 2007-08, Vol.349 (11-12), p.1949-1954 |
| issn | 1615-4150 1615-4169 |
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| source | Wiley Online Library - AutoHoldings Journals |
| subjects | fragrances Heck reaction one-pot reaction palladium raspberry scent supported catalysts |
| title | Heterogeneous Palladium Catalysts for a New One-Pot Chemical Route in the Synthesis of Fragrances Based on the Heck Reaction |
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