Inversion of regioselectivity in the electrochemical prenylation of benzaldehyde on a graphite powder cathode
A green electrochemical heterocoupling procedure has been developed. Prenyl halides and benzaldehyde adsorbed on a graphite powder cathode were reduced in a cavity cell using aqueous anolyte, providing isomer mixtures of prenylated alcohols. High alpha -regioselectivity was observed using graphite w...
Gespeichert in:
| Veröffentlicht in: | RSC advances 2013-01, Vol.3 (18), p.6526-6530 |
|---|---|
| Hauptverfasser: | , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 6530 |
|---|---|
| container_issue | 18 |
| container_start_page | 6526 |
| container_title | RSC advances |
| container_volume | 3 |
| creator | de Souza, Ronny F. M. Areias, Madalena C. C. Bieber, Lothar W. Navarro, Marcelo |
| description | A green electrochemical heterocoupling procedure has been developed. Prenyl halides and benzaldehyde adsorbed on a graphite powder cathode were reduced in a cavity cell using aqueous anolyte, providing isomer mixtures of prenylated alcohols. High alpha -regioselectivity was observed using graphite with 3% TBABF sub(4), while high gamma -regioselectivity was obtained using 2% silver-doped graphite. |
| doi_str_mv | 10.1039/c3ra40461g |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1620038314</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1620038314</sourcerecordid><originalsourceid>FETCH-LOGICAL-c264t-339d9a6de458a10fbca7670aefec04907865f5b5bd2344015fceddb8e422c52e3</originalsourceid><addsrcrecordid>eNpNUF9LwzAcDKLgmHvxE-RRhGr-NWsfZagbDHzR55Imv66RtKlJNqmf3uoGei93HHf3cAhdU3JHCS_vNQ9KECHp7gzN2CQyRmR5_k9fokWM72SCzCmTdIa6TX-AEK3vsW9wgJ31ERzoZA82jdj2OLWAf53gdQud1crhIUA_OpVOtRr6L-UMtKMBPFkK74IaWpsAD_7TQMBapdYbuEIXjXIRFieeo7enx9fVOtu-PG9WD9tMMylSxnlpSiUNiLxQlDS1Vku5JAoa0ESUZFnIvMnrvDaMC0Fo3mgwpi5AMKZzBnyObo67Q_Afe4ip6mzU4Jzqwe9jRSUjhBeciil6e4zq4GMM0FRDsJ0KY0VJ9XNr9Xcr_wb4sW1j</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1620038314</pqid></control><display><type>article</type><title>Inversion of regioselectivity in the electrochemical prenylation of benzaldehyde on a graphite powder cathode</title><source>Royal Society Of Chemistry Journals 2008-</source><creator>de Souza, Ronny F. M. ; Areias, Madalena C. C. ; Bieber, Lothar W. ; Navarro, Marcelo</creator><creatorcontrib>de Souza, Ronny F. M. ; Areias, Madalena C. C. ; Bieber, Lothar W. ; Navarro, Marcelo</creatorcontrib><description>A green electrochemical heterocoupling procedure has been developed. Prenyl halides and benzaldehyde adsorbed on a graphite powder cathode were reduced in a cavity cell using aqueous anolyte, providing isomer mixtures of prenylated alcohols. High alpha -regioselectivity was observed using graphite with 3% TBABF sub(4), while high gamma -regioselectivity was obtained using 2% silver-doped graphite.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/c3ra40461g</identifier><language>eng</language><subject>Anolytes ; Benzaldehyde ; Cathodes ; Graphite ; Halides ; Holes ; Inversions ; Isomers</subject><ispartof>RSC advances, 2013-01, Vol.3 (18), p.6526-6530</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c264t-339d9a6de458a10fbca7670aefec04907865f5b5bd2344015fceddb8e422c52e3</citedby><cites>FETCH-LOGICAL-c264t-339d9a6de458a10fbca7670aefec04907865f5b5bd2344015fceddb8e422c52e3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids></links><search><creatorcontrib>de Souza, Ronny F. M.</creatorcontrib><creatorcontrib>Areias, Madalena C. C.</creatorcontrib><creatorcontrib>Bieber, Lothar W.</creatorcontrib><creatorcontrib>Navarro, Marcelo</creatorcontrib><title>Inversion of regioselectivity in the electrochemical prenylation of benzaldehyde on a graphite powder cathode</title><title>RSC advances</title><description>A green electrochemical heterocoupling procedure has been developed. Prenyl halides and benzaldehyde adsorbed on a graphite powder cathode were reduced in a cavity cell using aqueous anolyte, providing isomer mixtures of prenylated alcohols. High alpha -regioselectivity was observed using graphite with 3% TBABF sub(4), while high gamma -regioselectivity was obtained using 2% silver-doped graphite.</description><subject>Anolytes</subject><subject>Benzaldehyde</subject><subject>Cathodes</subject><subject>Graphite</subject><subject>Halides</subject><subject>Holes</subject><subject>Inversions</subject><subject>Isomers</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNpNUF9LwzAcDKLgmHvxE-RRhGr-NWsfZagbDHzR55Imv66RtKlJNqmf3uoGei93HHf3cAhdU3JHCS_vNQ9KECHp7gzN2CQyRmR5_k9fokWM72SCzCmTdIa6TX-AEK3vsW9wgJ31ERzoZA82jdj2OLWAf53gdQud1crhIUA_OpVOtRr6L-UMtKMBPFkK74IaWpsAD_7TQMBapdYbuEIXjXIRFieeo7enx9fVOtu-PG9WD9tMMylSxnlpSiUNiLxQlDS1Vku5JAoa0ESUZFnIvMnrvDaMC0Fo3mgwpi5AMKZzBnyObo67Q_Afe4ip6mzU4Jzqwe9jRSUjhBeciil6e4zq4GMM0FRDsJ0KY0VJ9XNr9Xcr_wb4sW1j</recordid><startdate>20130101</startdate><enddate>20130101</enddate><creator>de Souza, Ronny F. M.</creator><creator>Areias, Madalena C. C.</creator><creator>Bieber, Lothar W.</creator><creator>Navarro, Marcelo</creator><scope>AAYXX</scope><scope>CITATION</scope><scope>7SP</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20130101</creationdate><title>Inversion of regioselectivity in the electrochemical prenylation of benzaldehyde on a graphite powder cathode</title><author>de Souza, Ronny F. M. ; Areias, Madalena C. C. ; Bieber, Lothar W. ; Navarro, Marcelo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c264t-339d9a6de458a10fbca7670aefec04907865f5b5bd2344015fceddb8e422c52e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Anolytes</topic><topic>Benzaldehyde</topic><topic>Cathodes</topic><topic>Graphite</topic><topic>Halides</topic><topic>Holes</topic><topic>Inversions</topic><topic>Isomers</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>de Souza, Ronny F. M.</creatorcontrib><creatorcontrib>Areias, Madalena C. C.</creatorcontrib><creatorcontrib>Bieber, Lothar W.</creatorcontrib><creatorcontrib>Navarro, Marcelo</creatorcontrib><collection>CrossRef</collection><collection>Electronics & Communications Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>de Souza, Ronny F. M.</au><au>Areias, Madalena C. C.</au><au>Bieber, Lothar W.</au><au>Navarro, Marcelo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Inversion of regioselectivity in the electrochemical prenylation of benzaldehyde on a graphite powder cathode</atitle><jtitle>RSC advances</jtitle><date>2013-01-01</date><risdate>2013</risdate><volume>3</volume><issue>18</issue><spage>6526</spage><epage>6530</epage><pages>6526-6530</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>A green electrochemical heterocoupling procedure has been developed. Prenyl halides and benzaldehyde adsorbed on a graphite powder cathode were reduced in a cavity cell using aqueous anolyte, providing isomer mixtures of prenylated alcohols. High alpha -regioselectivity was observed using graphite with 3% TBABF sub(4), while high gamma -regioselectivity was obtained using 2% silver-doped graphite.</abstract><doi>10.1039/c3ra40461g</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 2046-2069 |
| ispartof | RSC advances, 2013-01, Vol.3 (18), p.6526-6530 |
| issn | 2046-2069 2046-2069 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1620038314 |
| source | Royal Society Of Chemistry Journals 2008- |
| subjects | Anolytes Benzaldehyde Cathodes Graphite Halides Holes Inversions Isomers |
| title | Inversion of regioselectivity in the electrochemical prenylation of benzaldehyde on a graphite powder cathode |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-27T03%3A29%3A34IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Inversion%20of%20regioselectivity%20in%20the%20electrochemical%20prenylation%20of%20benzaldehyde%20on%20a%20graphite%20powder%20cathode&rft.jtitle=RSC%20advances&rft.au=de%20Souza,%20Ronny%20F.%20M.&rft.date=2013-01-01&rft.volume=3&rft.issue=18&rft.spage=6526&rft.epage=6530&rft.pages=6526-6530&rft.issn=2046-2069&rft.eissn=2046-2069&rft_id=info:doi/10.1039/c3ra40461g&rft_dat=%3Cproquest_cross%3E1620038314%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1620038314&rft_id=info:pmid/&rfr_iscdi=true |