Unusual Rate Enhancement of Bimolecular Dehydrocondensation To Form Amides at the Interface of Micelles of Fatty Acid Salts

Speeding up: A micelle–water interface acts as a suitable reaction field for dehydrocondensation. The coupling reaction of fatty acid salts with a triazine‐type amphiphilic dehydrocondensing agent in a micellar system (see picture) underwent up to 2000‐fold acceleration. The rate enhancement can be...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Angewandte Chemie International Edition 2005-11, Vol.44 (44), p.7254-7257
Hauptverfasser: Kunishima, Munetaka, Imada, Hiroko, Kikuchi, Kanako, Hioki, Kazuhito, Nishida, Jin, Tani, Shohei
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 7257
container_issue 44
container_start_page 7254
container_title Angewandte Chemie International Edition
container_volume 44
creator Kunishima, Munetaka
Imada, Hiroko
Kikuchi, Kanako
Hioki, Kazuhito
Nishida, Jin
Tani, Shohei
description Speeding up: A micelle–water interface acts as a suitable reaction field for dehydrocondensation. The coupling reaction of fatty acid salts with a triazine‐type amphiphilic dehydrocondensing agent in a micellar system (see picture) underwent up to 2000‐fold acceleration. The rate enhancement can be attributed to the higher local concentration and preorientation of the reactants in the micelles.
doi_str_mv 10.1002/anie.200502594
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_68800528</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>68800528</sourcerecordid><originalsourceid>FETCH-LOGICAL-c4474-41e3d95d3d9201e0a5193b56fac966116a7716e2614e9dc040f5f680636426ef3</originalsourceid><addsrcrecordid>eNqFkM9v0zAYhi0EYmNw5Yh84pbi30mO3WhLRbdJsAlulud8UQ2JPWxHUO2fx1WrwW0X-5P8vI_tF6G3lMwoIeyD8Q5mjBBJmGzFM3RKJaMVr2v-vMyC86puJD1Br1L6UfimIeolOqGKsZbw5hQ93PopTWbAX0wGvPBb4y2M4DMOPT53YxjAToOJ-CNsd10MNvgOfDLZBY9vAl6GOOL56DpI2GSct4DXPkPsjYW94tJZGIZyWOalyXmH59Z1-KsZcnqNXvRmSPDmuJ-h2-Xi5uJTtblerS_mm8oKUYtKUOBdK7uyMEKBGElbfidVuaJVilJl6poqYIoKaDtLBOllr8pHuRJMQc_P0PuD9z6GXxOkrEeX9s8yHsKUtCqtEMmaAs4OoI0hpQi9vo9uNHGnKdH7uvW-bv1Ydwm8O5qnuxG6f_ix3wK0B-C3G2D3hE7Pr9aL_-XVIetShj-PWRN_alXzWupvVyv9eXPerJa81d_5X_lUmwk</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>68800528</pqid></control><display><type>article</type><title>Unusual Rate Enhancement of Bimolecular Dehydrocondensation To Form Amides at the Interface of Micelles of Fatty Acid Salts</title><source>MEDLINE</source><source>Access via Wiley Online Library</source><creator>Kunishima, Munetaka ; Imada, Hiroko ; Kikuchi, Kanako ; Hioki, Kazuhito ; Nishida, Jin ; Tani, Shohei</creator><creatorcontrib>Kunishima, Munetaka ; Imada, Hiroko ; Kikuchi, Kanako ; Hioki, Kazuhito ; Nishida, Jin ; Tani, Shohei</creatorcontrib><description>Speeding up: A micelle–water interface acts as a suitable reaction field for dehydrocondensation. The coupling reaction of fatty acid salts with a triazine‐type amphiphilic dehydrocondensing agent in a micellar system (see picture) underwent up to 2000‐fold acceleration. The rate enhancement can be attributed to the higher local concentration and preorientation of the reactants in the micelles.</description><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.200502594</identifier><identifier>PMID: 16229038</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>amides ; Amides - chemical synthesis ; Amides - chemistry ; Binding, Competitive ; condensation ; Fatty Acids - chemistry ; Kinetics ; Micelles ; Molecular Structure ; Surface Properties ; triazines ; Triazines - chemistry</subject><ispartof>Angewandte Chemie International Edition, 2005-11, Vol.44 (44), p.7254-7257</ispartof><rights>Copyright © 2005 WILEY‐VCH Verlag GmbH &amp; Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4474-41e3d95d3d9201e0a5193b56fac966116a7716e2614e9dc040f5f680636426ef3</citedby><cites>FETCH-LOGICAL-c4474-41e3d95d3d9201e0a5193b56fac966116a7716e2614e9dc040f5f680636426ef3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.200502594$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16229038$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kunishima, Munetaka</creatorcontrib><creatorcontrib>Imada, Hiroko</creatorcontrib><creatorcontrib>Kikuchi, Kanako</creatorcontrib><creatorcontrib>Hioki, Kazuhito</creatorcontrib><creatorcontrib>Nishida, Jin</creatorcontrib><creatorcontrib>Tani, Shohei</creatorcontrib><title>Unusual Rate Enhancement of Bimolecular Dehydrocondensation To Form Amides at the Interface of Micelles of Fatty Acid Salts</title><title>Angewandte Chemie International Edition</title><addtitle>Angewandte Chemie International Edition</addtitle><description>Speeding up: A micelle–water interface acts as a suitable reaction field for dehydrocondensation. The coupling reaction of fatty acid salts with a triazine‐type amphiphilic dehydrocondensing agent in a micellar system (see picture) underwent up to 2000‐fold acceleration. The rate enhancement can be attributed to the higher local concentration and preorientation of the reactants in the micelles.</description><subject>amides</subject><subject>Amides - chemical synthesis</subject><subject>Amides - chemistry</subject><subject>Binding, Competitive</subject><subject>condensation</subject><subject>Fatty Acids - chemistry</subject><subject>Kinetics</subject><subject>Micelles</subject><subject>Molecular Structure</subject><subject>Surface Properties</subject><subject>triazines</subject><subject>Triazines - chemistry</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkM9v0zAYhi0EYmNw5Yh84pbi30mO3WhLRbdJsAlulud8UQ2JPWxHUO2fx1WrwW0X-5P8vI_tF6G3lMwoIeyD8Q5mjBBJmGzFM3RKJaMVr2v-vMyC86puJD1Br1L6UfimIeolOqGKsZbw5hQ93PopTWbAX0wGvPBb4y2M4DMOPT53YxjAToOJ-CNsd10MNvgOfDLZBY9vAl6GOOL56DpI2GSct4DXPkPsjYW94tJZGIZyWOalyXmH59Z1-KsZcnqNXvRmSPDmuJ-h2-Xi5uJTtblerS_mm8oKUYtKUOBdK7uyMEKBGElbfidVuaJVilJl6poqYIoKaDtLBOllr8pHuRJMQc_P0PuD9z6GXxOkrEeX9s8yHsKUtCqtEMmaAs4OoI0hpQi9vo9uNHGnKdH7uvW-bv1Ydwm8O5qnuxG6f_ix3wK0B-C3G2D3hE7Pr9aL_-XVIetShj-PWRN_alXzWupvVyv9eXPerJa81d_5X_lUmwk</recordid><startdate>20051111</startdate><enddate>20051111</enddate><creator>Kunishima, Munetaka</creator><creator>Imada, Hiroko</creator><creator>Kikuchi, Kanako</creator><creator>Hioki, Kazuhito</creator><creator>Nishida, Jin</creator><creator>Tani, Shohei</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20051111</creationdate><title>Unusual Rate Enhancement of Bimolecular Dehydrocondensation To Form Amides at the Interface of Micelles of Fatty Acid Salts</title><author>Kunishima, Munetaka ; Imada, Hiroko ; Kikuchi, Kanako ; Hioki, Kazuhito ; Nishida, Jin ; Tani, Shohei</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4474-41e3d95d3d9201e0a5193b56fac966116a7716e2614e9dc040f5f680636426ef3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>amides</topic><topic>Amides - chemical synthesis</topic><topic>Amides - chemistry</topic><topic>Binding, Competitive</topic><topic>condensation</topic><topic>Fatty Acids - chemistry</topic><topic>Kinetics</topic><topic>Micelles</topic><topic>Molecular Structure</topic><topic>Surface Properties</topic><topic>triazines</topic><topic>Triazines - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kunishima, Munetaka</creatorcontrib><creatorcontrib>Imada, Hiroko</creatorcontrib><creatorcontrib>Kikuchi, Kanako</creatorcontrib><creatorcontrib>Hioki, Kazuhito</creatorcontrib><creatorcontrib>Nishida, Jin</creatorcontrib><creatorcontrib>Tani, Shohei</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kunishima, Munetaka</au><au>Imada, Hiroko</au><au>Kikuchi, Kanako</au><au>Hioki, Kazuhito</au><au>Nishida, Jin</au><au>Tani, Shohei</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Unusual Rate Enhancement of Bimolecular Dehydrocondensation To Form Amides at the Interface of Micelles of Fatty Acid Salts</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angewandte Chemie International Edition</addtitle><date>2005-11-11</date><risdate>2005</risdate><volume>44</volume><issue>44</issue><spage>7254</spage><epage>7257</epage><pages>7254-7257</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><abstract>Speeding up: A micelle–water interface acts as a suitable reaction field for dehydrocondensation. The coupling reaction of fatty acid salts with a triazine‐type amphiphilic dehydrocondensing agent in a micellar system (see picture) underwent up to 2000‐fold acceleration. The rate enhancement can be attributed to the higher local concentration and preorientation of the reactants in the micelles.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>16229038</pmid><doi>10.1002/anie.200502594</doi><tpages>4</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1433-7851
ispartof Angewandte Chemie International Edition, 2005-11, Vol.44 (44), p.7254-7257
issn 1433-7851
1521-3773
language eng
recordid cdi_proquest_miscellaneous_68800528
source MEDLINE; Access via Wiley Online Library
subjects amides
Amides - chemical synthesis
Amides - chemistry
Binding, Competitive
condensation
Fatty Acids - chemistry
Kinetics
Micelles
Molecular Structure
Surface Properties
triazines
Triazines - chemistry
title Unusual Rate Enhancement of Bimolecular Dehydrocondensation To Form Amides at the Interface of Micelles of Fatty Acid Salts
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-25T21%3A06%3A54IST&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=Unusual%20Rate%20Enhancement%20of%20Bimolecular%20Dehydrocondensation%20To%20Form%20Amides%20at%20the%20Interface%20of%20Micelles%20of%20Fatty%20Acid%20Salts&rft.jtitle=Angewandte%20Chemie%20International%20Edition&rft.au=Kunishima,%20Munetaka&rft.date=2005-11-11&rft.volume=44&rft.issue=44&rft.spage=7254&rft.epage=7257&rft.pages=7254-7257&rft.issn=1433-7851&rft.eissn=1521-3773&rft_id=info:doi/10.1002/anie.200502594&rft_dat=%3Cproquest_cross%3E68800528%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=68800528&rft_id=info:pmid/16229038&rfr_iscdi=true