Niobium(V) Chloride as Catalyst in Diels-Alder Reaction of Furan Ring

According to the relevant literature, the Diels-Alder reaction of furan without a catalyst can last several weeks and shows a low yield due to the diene's low reactivity. The use of Lewis acid catalysts or high pressures is described as an effective method for improving the reaction yields. Thi...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of the Brazilian Chemical Society 2014-05, Vol.25 (5), p.882-886
Hauptverfasser: Santos, Deborah A. dos, Rodrigues, Ludmila R., Arpini, Bruno H., Lacerda Junior, Valdemar, Greco, Sandro J., Santos, Reginaldo B. dos, Cunha Neto, Álvaro, Romão, Wanderson, Castro, Eustaquio V. R. de
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 886
container_issue 5
container_start_page 882
container_title Journal of the Brazilian Chemical Society
container_volume 25
creator Santos, Deborah A. dos
Rodrigues, Ludmila R.
Arpini, Bruno H.
Lacerda Junior, Valdemar
Greco, Sandro J.
Santos, Reginaldo B. dos
Cunha Neto, Álvaro
Romão, Wanderson
Castro, Eustaquio V. R. de
description According to the relevant literature, the Diels-Alder reaction of furan without a catalyst can last several weeks and shows a low yield due to the diene's low reactivity. The use of Lewis acid catalysts or high pressures is described as an effective method for improving the reaction yields. This paper describes our recent study on the use of niobium pentachloride as the catalyst in Diels-Alder reactions between furan and several reactive dienophiles, among which methyl acrylate showed good yields, especially at lower temperatures. Other dienophiles have shown lower yields because of problems such as byproduct formation and the high reversibility of the reaction.
doi_str_mv 10.5935/0103-5053.20140052
format Article
fullrecord <record><control><sourceid>scielo_cross</sourceid><recordid>TN_cdi_scielo_journals_S0103_50532014000500010</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><scielo_id>S0103_50532014000500010</scielo_id><sourcerecordid>S0103_50532014000500010</sourcerecordid><originalsourceid>FETCH-LOGICAL-c237t-8f51b3e6660436d6b07b3b630dff3b1595110f802aada3582cc33205019ec1d63</originalsourceid><addsrcrecordid>eNo9kD1PwzAQhj2ARCn8ASaPMKScfbXbjFVoAakCqXyslu3Y4CqNkZ0O_fc0CnQ66ZWeu3teQm4YTESJ4h4YYCFA4IQDmwIIfkZGp_CCXOa8BeBCIB-R5UuIJux3t593tPpuYgq1ozrTSne6OeSOhpY-BNfkYtHULtGN07YLsaXR09U-6ZZuQvt1Rc69brK7_ptj8rFavldPxfr18blarAvLcdYVcy-YQSelhCnKWhqYGTQSofYeDROlYAz8HLjWtUYx59YichDASmdZLXFMJsPebI8_RbWN-9QeD6q33k_1foPzkYE-GhM-ADbFnJPz6ieFnU4HxUD1bakTqP7bwl_cvlnE</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Niobium(V) Chloride as Catalyst in Diels-Alder Reaction of Furan Ring</title><source>EZB-FREE-00999 freely available EZB journals</source><creator>Santos, Deborah A. dos ; Rodrigues, Ludmila R. ; Arpini, Bruno H. ; Lacerda Junior, Valdemar ; Greco, Sandro J. ; Santos, Reginaldo B. dos ; Cunha Neto, Álvaro ; Romão, Wanderson ; Castro, Eustaquio V. R. de</creator><creatorcontrib>Santos, Deborah A. dos ; Rodrigues, Ludmila R. ; Arpini, Bruno H. ; Lacerda Junior, Valdemar ; Greco, Sandro J. ; Santos, Reginaldo B. dos ; Cunha Neto, Álvaro ; Romão, Wanderson ; Castro, Eustaquio V. R. de</creatorcontrib><description>According to the relevant literature, the Diels-Alder reaction of furan without a catalyst can last several weeks and shows a low yield due to the diene's low reactivity. The use of Lewis acid catalysts or high pressures is described as an effective method for improving the reaction yields. This paper describes our recent study on the use of niobium pentachloride as the catalyst in Diels-Alder reactions between furan and several reactive dienophiles, among which methyl acrylate showed good yields, especially at lower temperatures. Other dienophiles have shown lower yields because of problems such as byproduct formation and the high reversibility of the reaction.</description><identifier>ISSN: 0103-5053</identifier><identifier>ISSN: 1678-4790</identifier><identifier>DOI: 10.5935/0103-5053.20140052</identifier><language>eng</language><publisher>Sociedade Brasileira de Química</publisher><subject>CHEMISTRY, MULTIDISCIPLINARY</subject><ispartof>Journal of the Brazilian Chemical Society, 2014-05, Vol.25 (5), p.882-886</ispartof><rights>This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,780,784,885,27924,27925</link.rule.ids></links><search><creatorcontrib>Santos, Deborah A. dos</creatorcontrib><creatorcontrib>Rodrigues, Ludmila R.</creatorcontrib><creatorcontrib>Arpini, Bruno H.</creatorcontrib><creatorcontrib>Lacerda Junior, Valdemar</creatorcontrib><creatorcontrib>Greco, Sandro J.</creatorcontrib><creatorcontrib>Santos, Reginaldo B. dos</creatorcontrib><creatorcontrib>Cunha Neto, Álvaro</creatorcontrib><creatorcontrib>Romão, Wanderson</creatorcontrib><creatorcontrib>Castro, Eustaquio V. R. de</creatorcontrib><title>Niobium(V) Chloride as Catalyst in Diels-Alder Reaction of Furan Ring</title><title>Journal of the Brazilian Chemical Society</title><addtitle>J. Braz. Chem. Soc</addtitle><description>According to the relevant literature, the Diels-Alder reaction of furan without a catalyst can last several weeks and shows a low yield due to the diene's low reactivity. The use of Lewis acid catalysts or high pressures is described as an effective method for improving the reaction yields. This paper describes our recent study on the use of niobium pentachloride as the catalyst in Diels-Alder reactions between furan and several reactive dienophiles, among which methyl acrylate showed good yields, especially at lower temperatures. Other dienophiles have shown lower yields because of problems such as byproduct formation and the high reversibility of the reaction.</description><subject>CHEMISTRY, MULTIDISCIPLINARY</subject><issn>0103-5053</issn><issn>1678-4790</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><recordid>eNo9kD1PwzAQhj2ARCn8ASaPMKScfbXbjFVoAakCqXyslu3Y4CqNkZ0O_fc0CnQ66ZWeu3teQm4YTESJ4h4YYCFA4IQDmwIIfkZGp_CCXOa8BeBCIB-R5UuIJux3t593tPpuYgq1ozrTSne6OeSOhpY-BNfkYtHULtGN07YLsaXR09U-6ZZuQvt1Rc69brK7_ptj8rFavldPxfr18blarAvLcdYVcy-YQSelhCnKWhqYGTQSofYeDROlYAz8HLjWtUYx59YichDASmdZLXFMJsPebI8_RbWN-9QeD6q33k_1foPzkYE-GhM-ADbFnJPz6ieFnU4HxUD1bakTqP7bwl_cvlnE</recordid><startdate>20140501</startdate><enddate>20140501</enddate><creator>Santos, Deborah A. dos</creator><creator>Rodrigues, Ludmila R.</creator><creator>Arpini, Bruno H.</creator><creator>Lacerda Junior, Valdemar</creator><creator>Greco, Sandro J.</creator><creator>Santos, Reginaldo B. dos</creator><creator>Cunha Neto, Álvaro</creator><creator>Romão, Wanderson</creator><creator>Castro, Eustaquio V. R. de</creator><general>Sociedade Brasileira de Química</general><scope>AAYXX</scope><scope>CITATION</scope><scope>GPN</scope></search><sort><creationdate>20140501</creationdate><title>Niobium(V) Chloride as Catalyst in Diels-Alder Reaction of Furan Ring</title><author>Santos, Deborah A. dos ; Rodrigues, Ludmila R. ; Arpini, Bruno H. ; Lacerda Junior, Valdemar ; Greco, Sandro J. ; Santos, Reginaldo B. dos ; Cunha Neto, Álvaro ; Romão, Wanderson ; Castro, Eustaquio V. R. de</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c237t-8f51b3e6660436d6b07b3b630dff3b1595110f802aada3582cc33205019ec1d63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>CHEMISTRY, MULTIDISCIPLINARY</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Santos, Deborah A. dos</creatorcontrib><creatorcontrib>Rodrigues, Ludmila R.</creatorcontrib><creatorcontrib>Arpini, Bruno H.</creatorcontrib><creatorcontrib>Lacerda Junior, Valdemar</creatorcontrib><creatorcontrib>Greco, Sandro J.</creatorcontrib><creatorcontrib>Santos, Reginaldo B. dos</creatorcontrib><creatorcontrib>Cunha Neto, Álvaro</creatorcontrib><creatorcontrib>Romão, Wanderson</creatorcontrib><creatorcontrib>Castro, Eustaquio V. R. de</creatorcontrib><collection>CrossRef</collection><collection>SciELO</collection><jtitle>Journal of the Brazilian Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Santos, Deborah A. dos</au><au>Rodrigues, Ludmila R.</au><au>Arpini, Bruno H.</au><au>Lacerda Junior, Valdemar</au><au>Greco, Sandro J.</au><au>Santos, Reginaldo B. dos</au><au>Cunha Neto, Álvaro</au><au>Romão, Wanderson</au><au>Castro, Eustaquio V. R. de</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Niobium(V) Chloride as Catalyst in Diels-Alder Reaction of Furan Ring</atitle><jtitle>Journal of the Brazilian Chemical Society</jtitle><addtitle>J. Braz. Chem. Soc</addtitle><date>2014-05-01</date><risdate>2014</risdate><volume>25</volume><issue>5</issue><spage>882</spage><epage>886</epage><pages>882-886</pages><issn>0103-5053</issn><issn>1678-4790</issn><abstract>According to the relevant literature, the Diels-Alder reaction of furan without a catalyst can last several weeks and shows a low yield due to the diene's low reactivity. The use of Lewis acid catalysts or high pressures is described as an effective method for improving the reaction yields. This paper describes our recent study on the use of niobium pentachloride as the catalyst in Diels-Alder reactions between furan and several reactive dienophiles, among which methyl acrylate showed good yields, especially at lower temperatures. Other dienophiles have shown lower yields because of problems such as byproduct formation and the high reversibility of the reaction.</abstract><pub>Sociedade Brasileira de Química</pub><doi>10.5935/0103-5053.20140052</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record>
fulltext fulltext
identifier ISSN: 0103-5053
ispartof Journal of the Brazilian Chemical Society, 2014-05, Vol.25 (5), p.882-886
issn 0103-5053
1678-4790
language eng
recordid cdi_scielo_journals_S0103_50532014000500010
source EZB-FREE-00999 freely available EZB journals
subjects CHEMISTRY, MULTIDISCIPLINARY
title Niobium(V) Chloride as Catalyst in Diels-Alder Reaction of Furan Ring
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-24T17%3A43%3A55IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-scielo_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Niobium(V)%20Chloride%20as%20Catalyst%20in%20Diels-Alder%20Reaction%20of%20Furan%20Ring&rft.jtitle=Journal%20of%20the%20Brazilian%20Chemical%20Society&rft.au=Santos,%20Deborah%20A.%20dos&rft.date=2014-05-01&rft.volume=25&rft.issue=5&rft.spage=882&rft.epage=886&rft.pages=882-886&rft.issn=0103-5053&rft_id=info:doi/10.5935/0103-5053.20140052&rft_dat=%3Cscielo_cross%3ES0103_50532014000500010%3C/scielo_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rft_scielo_id=S0103_50532014000500010&rfr_iscdi=true