NMR Detection of Isomers Arising from Restricted Rotation of the C-N Amide Bond of N-Formyl-o-toluidine and N,N’-bis-Formyl-o-tolidine

Full and unambiguous assignment of all 1H- and 13C-NMR resonances of the isomers due to restricted C-N amide bond rotation of N-formyl-o-toluidine and N,N'-bis-formyl-o-tolidine in DMSO-d6 is reported. The cis-isomer predominates in the equilibrium mixture of both compounds as 1D-NOE difference...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Molecules (Basel, Switzerland) Switzerland), 2002-08, Vol.7 (8), p.662-673
Hauptverfasser: Quintanilla-Licea, Ramiro, Colunga-Valladares, Juan F., Caballero-Quintero, Adolfo, Rodríguez-Padilla, Cristina, Tamez-Guerra, Reyes, Gómez-Flores, Ricardo, Waksman, Noemí
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 673
container_issue 8
container_start_page 662
container_title Molecules (Basel, Switzerland)
container_volume 7
creator Quintanilla-Licea, Ramiro
Colunga-Valladares, Juan F.
Caballero-Quintero, Adolfo
Rodríguez-Padilla, Cristina
Tamez-Guerra, Reyes
Gómez-Flores, Ricardo
Waksman, Noemí
description Full and unambiguous assignment of all 1H- and 13C-NMR resonances of the isomers due to restricted C-N amide bond rotation of N-formyl-o-toluidine and N,N'-bis-formyl-o-tolidine in DMSO-d6 is reported. The cis-isomer predominates in the equilibrium mixture of both compounds as 1D-NOE difference experiments show.
doi_str_mv 10.3390/70800662
format Article
fullrecord <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_6146438</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>3321802241</sourcerecordid><originalsourceid>FETCH-LOGICAL-c342t-4b307e895c3a3daf5793c1136fc281dbe1d951417d23d9dd469d17c79f87495a3</originalsourceid><addsrcrecordid>eNpVkctKAzEUhgdRsFbBRwi4cWE0mWQu2Qi1Wi3UEYquQybJtCmdiSap0J1LX8HX80mc2lbs6hzO__GfWxSdYnRJCENXGcoRStN4L-pgGiNIEGX7__LD6Mj7GUIxpjjpRJ_F4xjc6qBlMLYBtgJDb2vtPOg5400zAZWzNRhrH5yRQSswtkFs2TDVoA8L0KuN0uDGNmpVLeDAuno5hxYGO18YZRoNRKsVF8X3xxcsjd8hfoHj6KASc69PNrEbvQzunvsPcPR0P-z3RlASGgdIS4IynbNEEkGUqJKMEYkxSSsZ51iVGiuWtKtlKiaKKUVTpnAmM1blGWWJIN3oeu37uihrraRughNz_upMLdySW2H4rtKYKZ_Yd55imlKStwZnGwNn3xbtXfjMLlzTzsxxQjBiLGVZS52vKems905Xfx0w4qtH8e2jyA-vfoY2</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1531099697</pqid></control><display><type>article</type><title>NMR Detection of Isomers Arising from Restricted Rotation of the C-N Amide Bond of N-Formyl-o-toluidine and N,N’-bis-Formyl-o-tolidine</title><source>DOAJ Directory of Open Access Journals</source><source>Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals</source><source>MDPI - Multidisciplinary Digital Publishing Institute</source><source>PubMed Central</source><source>Free Full-Text Journals in Chemistry</source><creator>Quintanilla-Licea, Ramiro ; Colunga-Valladares, Juan F. ; Caballero-Quintero, Adolfo ; Rodríguez-Padilla, Cristina ; Tamez-Guerra, Reyes ; Gómez-Flores, Ricardo ; Waksman, Noemí</creator><creatorcontrib>Quintanilla-Licea, Ramiro ; Colunga-Valladares, Juan F. ; Caballero-Quintero, Adolfo ; Rodríguez-Padilla, Cristina ; Tamez-Guerra, Reyes ; Gómez-Flores, Ricardo ; Waksman, Noemí</creatorcontrib><description>Full and unambiguous assignment of all 1H- and 13C-NMR resonances of the isomers due to restricted C-N amide bond rotation of N-formyl-o-toluidine and N,N'-bis-formyl-o-tolidine in DMSO-d6 is reported. The cis-isomer predominates in the equilibrium mixture of both compounds as 1D-NOE difference experiments show.</description><identifier>ISSN: 1420-3049</identifier><identifier>EISSN: 1420-3049</identifier><identifier>DOI: 10.3390/70800662</identifier><language>eng</language><publisher>Basel: MDPI AG</publisher><ispartof>Molecules (Basel, Switzerland), 2002-08, Vol.7 (8), p.662-673</ispartof><rights>Copyright MDPI AG 2002</rights><rights>2002 by MDPI (http://www.mdpi.org). 2002</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c342t-4b307e895c3a3daf5793c1136fc281dbe1d951417d23d9dd469d17c79f87495a3</citedby><cites>FETCH-LOGICAL-c342t-4b307e895c3a3daf5793c1136fc281dbe1d951417d23d9dd469d17c79f87495a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC6146438/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC6146438/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,723,776,780,860,881,27903,27904,53769,53771</link.rule.ids></links><search><creatorcontrib>Quintanilla-Licea, Ramiro</creatorcontrib><creatorcontrib>Colunga-Valladares, Juan F.</creatorcontrib><creatorcontrib>Caballero-Quintero, Adolfo</creatorcontrib><creatorcontrib>Rodríguez-Padilla, Cristina</creatorcontrib><creatorcontrib>Tamez-Guerra, Reyes</creatorcontrib><creatorcontrib>Gómez-Flores, Ricardo</creatorcontrib><creatorcontrib>Waksman, Noemí</creatorcontrib><title>NMR Detection of Isomers Arising from Restricted Rotation of the C-N Amide Bond of N-Formyl-o-toluidine and N,N’-bis-Formyl-o-tolidine</title><title>Molecules (Basel, Switzerland)</title><description>Full and unambiguous assignment of all 1H- and 13C-NMR resonances of the isomers due to restricted C-N amide bond rotation of N-formyl-o-toluidine and N,N'-bis-formyl-o-tolidine in DMSO-d6 is reported. The cis-isomer predominates in the equilibrium mixture of both compounds as 1D-NOE difference experiments show.</description><issn>1420-3049</issn><issn>1420-3049</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><recordid>eNpVkctKAzEUhgdRsFbBRwi4cWE0mWQu2Qi1Wi3UEYquQybJtCmdiSap0J1LX8HX80mc2lbs6hzO__GfWxSdYnRJCENXGcoRStN4L-pgGiNIEGX7__LD6Mj7GUIxpjjpRJ_F4xjc6qBlMLYBtgJDb2vtPOg5400zAZWzNRhrH5yRQSswtkFs2TDVoA8L0KuN0uDGNmpVLeDAuno5hxYGO18YZRoNRKsVF8X3xxcsjd8hfoHj6KASc69PNrEbvQzunvsPcPR0P-z3RlASGgdIS4IynbNEEkGUqJKMEYkxSSsZ51iVGiuWtKtlKiaKKUVTpnAmM1blGWWJIN3oeu37uihrraRughNz_upMLdySW2H4rtKYKZ_Yd55imlKStwZnGwNn3xbtXfjMLlzTzsxxQjBiLGVZS52vKems905Xfx0w4qtH8e2jyA-vfoY2</recordid><startdate>20020831</startdate><enddate>20020831</enddate><creator>Quintanilla-Licea, Ramiro</creator><creator>Colunga-Valladares, Juan F.</creator><creator>Caballero-Quintero, Adolfo</creator><creator>Rodríguez-Padilla, Cristina</creator><creator>Tamez-Guerra, Reyes</creator><creator>Gómez-Flores, Ricardo</creator><creator>Waksman, Noemí</creator><general>MDPI AG</general><general>MDPI</general><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>K9.</scope><scope>M0S</scope><scope>M1P</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>5PM</scope></search><sort><creationdate>20020831</creationdate><title>NMR Detection of Isomers Arising from Restricted Rotation of the C-N Amide Bond of N-Formyl-o-toluidine and N,N’-bis-Formyl-o-tolidine</title><author>Quintanilla-Licea, Ramiro ; Colunga-Valladares, Juan F. ; Caballero-Quintero, Adolfo ; Rodríguez-Padilla, Cristina ; Tamez-Guerra, Reyes ; Gómez-Flores, Ricardo ; Waksman, Noemí</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c342t-4b307e895c3a3daf5793c1136fc281dbe1d951417d23d9dd469d17c79f87495a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Quintanilla-Licea, Ramiro</creatorcontrib><creatorcontrib>Colunga-Valladares, Juan F.</creatorcontrib><creatorcontrib>Caballero-Quintero, Adolfo</creatorcontrib><creatorcontrib>Rodríguez-Padilla, Cristina</creatorcontrib><creatorcontrib>Tamez-Guerra, Reyes</creatorcontrib><creatorcontrib>Gómez-Flores, Ricardo</creatorcontrib><creatorcontrib>Waksman, Noemí</creatorcontrib><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Health &amp; Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>ProQuest Central</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Health &amp; Medical Complete (Alumni)</collection><collection>Health &amp; Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Publicly Available Content Database</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>PubMed Central (Full Participant titles)</collection><jtitle>Molecules (Basel, Switzerland)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Quintanilla-Licea, Ramiro</au><au>Colunga-Valladares, Juan F.</au><au>Caballero-Quintero, Adolfo</au><au>Rodríguez-Padilla, Cristina</au><au>Tamez-Guerra, Reyes</au><au>Gómez-Flores, Ricardo</au><au>Waksman, Noemí</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>NMR Detection of Isomers Arising from Restricted Rotation of the C-N Amide Bond of N-Formyl-o-toluidine and N,N’-bis-Formyl-o-tolidine</atitle><jtitle>Molecules (Basel, Switzerland)</jtitle><date>2002-08-31</date><risdate>2002</risdate><volume>7</volume><issue>8</issue><spage>662</spage><epage>673</epage><pages>662-673</pages><issn>1420-3049</issn><eissn>1420-3049</eissn><abstract>Full and unambiguous assignment of all 1H- and 13C-NMR resonances of the isomers due to restricted C-N amide bond rotation of N-formyl-o-toluidine and N,N'-bis-formyl-o-tolidine in DMSO-d6 is reported. The cis-isomer predominates in the equilibrium mixture of both compounds as 1D-NOE difference experiments show.</abstract><cop>Basel</cop><pub>MDPI AG</pub><doi>10.3390/70800662</doi><tpages>12</tpages><oa>free_for_read</oa></addata></record>
fulltext fulltext
identifier ISSN: 1420-3049
ispartof Molecules (Basel, Switzerland), 2002-08, Vol.7 (8), p.662-673
issn 1420-3049
1420-3049
language eng
recordid cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_6146438
source DOAJ Directory of Open Access Journals; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; MDPI - Multidisciplinary Digital Publishing Institute; PubMed Central; Free Full-Text Journals in Chemistry
title NMR Detection of Isomers Arising from Restricted Rotation of the C-N Amide Bond of N-Formyl-o-toluidine and N,N’-bis-Formyl-o-tolidine
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-25T18%3A59%3A35IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=NMR%20Detection%20of%20Isomers%20Arising%20from%20Restricted%20Rotation%20of%20the%20C-N%20Amide%20Bond%20of%20N-Formyl-o-toluidine%20and%20N,N%E2%80%99-bis-Formyl-o-tolidine&rft.jtitle=Molecules%20(Basel,%20Switzerland)&rft.au=Quintanilla-Licea,%20Ramiro&rft.date=2002-08-31&rft.volume=7&rft.issue=8&rft.spage=662&rft.epage=673&rft.pages=662-673&rft.issn=1420-3049&rft.eissn=1420-3049&rft_id=info:doi/10.3390/70800662&rft_dat=%3Cproquest_pubme%3E3321802241%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1531099697&rft_id=info:pmid/&rfr_iscdi=true