Chirality Induction by Formation of Assembled Structures Based on Anion-Responsive π-Conjugated Molecules
Anion‐responsive π‐conjugated compounds having chiral alkyl chains were synthesized. Circular dichroism (CD) and circularly polarized luminescence (CPL) were observed in the solution‐state assemblies of the chiral anion receptors and those of their anion complexes as salts of a planar triazatriangul...
Gespeichert in:
| Veröffentlicht in: | Chemistry : a European journal 2013-11, Vol.19 (48), p.16263-16271 |
|---|---|
| Hauptverfasser: | , , , , , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 16271 |
|---|---|
| container_issue | 48 |
| container_start_page | 16263 |
| container_title | Chemistry : a European journal |
| container_volume | 19 |
| creator | Maeda, Hiromitsu Hane, Wataru Bando, Yuya Terashima, Yoshitaka Haketa, Yohei Shibaguchi, Hiroshi Kawai, Tsuyoshi Naito , Masanobu Takaishi , Kazuto Uchiyama , Masanobu Muranaka , Atsuya |
| description | Anion‐responsive π‐conjugated compounds having chiral alkyl chains were synthesized. Circular dichroism (CD) and circularly polarized luminescence (CPL) were observed in the solution‐state assemblies of the chiral anion receptors and those of their anion complexes as salts of a planar triazatriangulenium cation. The CD and CPL spectral patterns of the ion‐pair‐based assemblies were completely opposite to those of the anion‐free assemblies, and this suggests that anion binding and subsequent ion pairing change the chirality of the assembly modes.
Opposite signs of the circular dichroism (CD) and circularly polarized luminescence (CPL) spectral patterns of ion‐pair‐based assemblies and anion‐free assemblies of anion‐responsive π‐conjugated compounds bearing chiral alkyl chains (see figure) suggest that anion binding and subsequent ion pairing change the chirality of the assembly modes. |
| doi_str_mv | 10.1002/chem.201301737 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1778002930</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1459974565</sourcerecordid><originalsourceid>FETCH-LOGICAL-c4167-b4f4441ad31235c2e943cb0bb4f9fbe88f27b4b0b6c5e4caadf635fbd896e5203</originalsourceid><addsrcrecordid>eNqNkcFP2zAYxS20aXRl1x1Rjruk2LEd18cSQUFqmTRASFws2_kyUpK4s5NBb_sP9y_NUKh2g5Pl9_3eO7yH0FeCJwTj7MjeQTvJMKGYCCr20IjwjKRU5PwDGmHJRJpzKvfR5xBWGGOZU_oJ7WeMcCwJH6FVcVd73dT9JjnvysH2tesSs0lOnW_188dVySwEaE0DZXLZ-8gMHkJyrEMUIjDrIpb-gLB2Xah_Q_L3T1q4bjX81H0klq4BOzQQDtDHSjcBvry8Y3R9enJVnKWL7_PzYrZILSO5SA2rGGNEl5RklNsMJKPWYBN1WRmYTqtMGBaF3HJgVuuyyimvTDmVOfAM0zH6ts1de_drgNCrtg4WmkZ34IagiBDTWJ2k70AZl1IwHjsco8kWtd6F4KFSa1-32m8UweppCvU0hdpNEQ2HL9mDaaHc4a_dR0BugYe6gc0bcao4O1n-H55uvXXo4XHn1f5e5fHO1c3FXC3J_EIsyJW6pf8AnOmmWw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1459974565</pqid></control><display><type>article</type><title>Chirality Induction by Formation of Assembled Structures Based on Anion-Responsive π-Conjugated Molecules</title><source>MEDLINE</source><source>Wiley Online Library Journals Frontfile Complete</source><creator>Maeda, Hiromitsu ; Hane, Wataru ; Bando, Yuya ; Terashima, Yoshitaka ; Haketa, Yohei ; Shibaguchi, Hiroshi ; Kawai, Tsuyoshi ; Naito , Masanobu ; Takaishi , Kazuto ; Uchiyama , Masanobu ; Muranaka , Atsuya</creator><creatorcontrib>Maeda, Hiromitsu ; Hane, Wataru ; Bando, Yuya ; Terashima, Yoshitaka ; Haketa, Yohei ; Shibaguchi, Hiroshi ; Kawai, Tsuyoshi ; Naito , Masanobu ; Takaishi , Kazuto ; Uchiyama , Masanobu ; Muranaka , Atsuya</creatorcontrib><description>Anion‐responsive π‐conjugated compounds having chiral alkyl chains were synthesized. Circular dichroism (CD) and circularly polarized luminescence (CPL) were observed in the solution‐state assemblies of the chiral anion receptors and those of their anion complexes as salts of a planar triazatriangulenium cation. The CD and CPL spectral patterns of the ion‐pair‐based assemblies were completely opposite to those of the anion‐free assemblies, and this suggests that anion binding and subsequent ion pairing change the chirality of the assembly modes.
Opposite signs of the circular dichroism (CD) and circularly polarized luminescence (CPL) spectral patterns of ion‐pair‐based assemblies and anion‐free assemblies of anion‐responsive π‐conjugated compounds bearing chiral alkyl chains (see figure) suggest that anion binding and subsequent ion pairing change the chirality of the assembly modes.</description><identifier>ISSN: 0947-6539</identifier><identifier>EISSN: 1521-3765</identifier><identifier>DOI: 10.1002/chem.201301737</identifier><identifier>PMID: 24150915</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>anion receptors ; Anions ; Anions - chemical synthesis ; Anions - chemistry ; Assemblies ; Binding ; Chirality ; Circular Dichroism ; Circularity ; Dichroism ; ion pairs ; Ions ; Luminescence ; Models, Chemical ; Molecular Structure ; Spectra ; stacking interactions ; supramolecular chemistry</subject><ispartof>Chemistry : a European journal, 2013-11, Vol.19 (48), p.16263-16271</ispartof><rights>Copyright © 2013 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4167-b4f4441ad31235c2e943cb0bb4f9fbe88f27b4b0b6c5e4caadf635fbd896e5203</citedby><cites>FETCH-LOGICAL-c4167-b4f4441ad31235c2e943cb0bb4f9fbe88f27b4b0b6c5e4caadf635fbd896e5203</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fchem.201301737$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fchem.201301737$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,778,782,1414,27907,27908,45557,45558</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24150915$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Maeda, Hiromitsu</creatorcontrib><creatorcontrib>Hane, Wataru</creatorcontrib><creatorcontrib>Bando, Yuya</creatorcontrib><creatorcontrib>Terashima, Yoshitaka</creatorcontrib><creatorcontrib>Haketa, Yohei</creatorcontrib><creatorcontrib>Shibaguchi, Hiroshi</creatorcontrib><creatorcontrib>Kawai, Tsuyoshi</creatorcontrib><creatorcontrib>Naito , Masanobu</creatorcontrib><creatorcontrib>Takaishi , Kazuto</creatorcontrib><creatorcontrib>Uchiyama , Masanobu</creatorcontrib><creatorcontrib>Muranaka , Atsuya</creatorcontrib><title>Chirality Induction by Formation of Assembled Structures Based on Anion-Responsive π-Conjugated Molecules</title><title>Chemistry : a European journal</title><addtitle>Chem. Eur. J</addtitle><description>Anion‐responsive π‐conjugated compounds having chiral alkyl chains were synthesized. Circular dichroism (CD) and circularly polarized luminescence (CPL) were observed in the solution‐state assemblies of the chiral anion receptors and those of their anion complexes as salts of a planar triazatriangulenium cation. The CD and CPL spectral patterns of the ion‐pair‐based assemblies were completely opposite to those of the anion‐free assemblies, and this suggests that anion binding and subsequent ion pairing change the chirality of the assembly modes.
Opposite signs of the circular dichroism (CD) and circularly polarized luminescence (CPL) spectral patterns of ion‐pair‐based assemblies and anion‐free assemblies of anion‐responsive π‐conjugated compounds bearing chiral alkyl chains (see figure) suggest that anion binding and subsequent ion pairing change the chirality of the assembly modes.</description><subject>anion receptors</subject><subject>Anions</subject><subject>Anions - chemical synthesis</subject><subject>Anions - chemistry</subject><subject>Assemblies</subject><subject>Binding</subject><subject>Chirality</subject><subject>Circular Dichroism</subject><subject>Circularity</subject><subject>Dichroism</subject><subject>ion pairs</subject><subject>Ions</subject><subject>Luminescence</subject><subject>Models, Chemical</subject><subject>Molecular Structure</subject><subject>Spectra</subject><subject>stacking interactions</subject><subject>supramolecular chemistry</subject><issn>0947-6539</issn><issn>1521-3765</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqNkcFP2zAYxS20aXRl1x1Rjruk2LEd18cSQUFqmTRASFws2_kyUpK4s5NBb_sP9y_NUKh2g5Pl9_3eO7yH0FeCJwTj7MjeQTvJMKGYCCr20IjwjKRU5PwDGmHJRJpzKvfR5xBWGGOZU_oJ7WeMcCwJH6FVcVd73dT9JjnvysH2tesSs0lOnW_188dVySwEaE0DZXLZ-8gMHkJyrEMUIjDrIpb-gLB2Xah_Q_L3T1q4bjX81H0klq4BOzQQDtDHSjcBvry8Y3R9enJVnKWL7_PzYrZILSO5SA2rGGNEl5RklNsMJKPWYBN1WRmYTqtMGBaF3HJgVuuyyimvTDmVOfAM0zH6ts1de_drgNCrtg4WmkZ34IagiBDTWJ2k70AZl1IwHjsco8kWtd6F4KFSa1-32m8UweppCvU0hdpNEQ2HL9mDaaHc4a_dR0BugYe6gc0bcao4O1n-H55uvXXo4XHn1f5e5fHO1c3FXC3J_EIsyJW6pf8AnOmmWw</recordid><startdate>20131125</startdate><enddate>20131125</enddate><creator>Maeda, Hiromitsu</creator><creator>Hane, Wataru</creator><creator>Bando, Yuya</creator><creator>Terashima, Yoshitaka</creator><creator>Haketa, Yohei</creator><creator>Shibaguchi, Hiroshi</creator><creator>Kawai, Tsuyoshi</creator><creator>Naito , Masanobu</creator><creator>Takaishi , Kazuto</creator><creator>Uchiyama , Masanobu</creator><creator>Muranaka , Atsuya</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><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20131125</creationdate><title>Chirality Induction by Formation of Assembled Structures Based on Anion-Responsive π-Conjugated Molecules</title><author>Maeda, Hiromitsu ; Hane, Wataru ; Bando, Yuya ; Terashima, Yoshitaka ; Haketa, Yohei ; Shibaguchi, Hiroshi ; Kawai, Tsuyoshi ; Naito , Masanobu ; Takaishi , Kazuto ; Uchiyama , Masanobu ; Muranaka , Atsuya</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4167-b4f4441ad31235c2e943cb0bb4f9fbe88f27b4b0b6c5e4caadf635fbd896e5203</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>anion receptors</topic><topic>Anions</topic><topic>Anions - chemical synthesis</topic><topic>Anions - chemistry</topic><topic>Assemblies</topic><topic>Binding</topic><topic>Chirality</topic><topic>Circular Dichroism</topic><topic>Circularity</topic><topic>Dichroism</topic><topic>ion pairs</topic><topic>Ions</topic><topic>Luminescence</topic><topic>Models, Chemical</topic><topic>Molecular Structure</topic><topic>Spectra</topic><topic>stacking interactions</topic><topic>supramolecular chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Maeda, Hiromitsu</creatorcontrib><creatorcontrib>Hane, Wataru</creatorcontrib><creatorcontrib>Bando, Yuya</creatorcontrib><creatorcontrib>Terashima, Yoshitaka</creatorcontrib><creatorcontrib>Haketa, Yohei</creatorcontrib><creatorcontrib>Shibaguchi, Hiroshi</creatorcontrib><creatorcontrib>Kawai, Tsuyoshi</creatorcontrib><creatorcontrib>Naito , Masanobu</creatorcontrib><creatorcontrib>Takaishi , Kazuto</creatorcontrib><creatorcontrib>Uchiyama , Masanobu</creatorcontrib><creatorcontrib>Muranaka , Atsuya</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><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Chemistry : a European journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Maeda, Hiromitsu</au><au>Hane, Wataru</au><au>Bando, Yuya</au><au>Terashima, Yoshitaka</au><au>Haketa, Yohei</au><au>Shibaguchi, Hiroshi</au><au>Kawai, Tsuyoshi</au><au>Naito , Masanobu</au><au>Takaishi , Kazuto</au><au>Uchiyama , Masanobu</au><au>Muranaka , Atsuya</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Chirality Induction by Formation of Assembled Structures Based on Anion-Responsive π-Conjugated Molecules</atitle><jtitle>Chemistry : a European journal</jtitle><addtitle>Chem. Eur. J</addtitle><date>2013-11-25</date><risdate>2013</risdate><volume>19</volume><issue>48</issue><spage>16263</spage><epage>16271</epage><pages>16263-16271</pages><issn>0947-6539</issn><eissn>1521-3765</eissn><abstract>Anion‐responsive π‐conjugated compounds having chiral alkyl chains were synthesized. Circular dichroism (CD) and circularly polarized luminescence (CPL) were observed in the solution‐state assemblies of the chiral anion receptors and those of their anion complexes as salts of a planar triazatriangulenium cation. The CD and CPL spectral patterns of the ion‐pair‐based assemblies were completely opposite to those of the anion‐free assemblies, and this suggests that anion binding and subsequent ion pairing change the chirality of the assembly modes.
Opposite signs of the circular dichroism (CD) and circularly polarized luminescence (CPL) spectral patterns of ion‐pair‐based assemblies and anion‐free assemblies of anion‐responsive π‐conjugated compounds bearing chiral alkyl chains (see figure) suggest that anion binding and subsequent ion pairing change the chirality of the assembly modes.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>24150915</pmid><doi>10.1002/chem.201301737</doi><tpages>9</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0947-6539 |
| ispartof | Chemistry : a European journal, 2013-11, Vol.19 (48), p.16263-16271 |
| issn | 0947-6539 1521-3765 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1778002930 |
| source | MEDLINE; Wiley Online Library Journals Frontfile Complete |
| subjects | anion receptors Anions Anions - chemical synthesis Anions - chemistry Assemblies Binding Chirality Circular Dichroism Circularity Dichroism ion pairs Ions Luminescence Models, Chemical Molecular Structure Spectra stacking interactions supramolecular chemistry |
| title | Chirality Induction by Formation of Assembled Structures Based on Anion-Responsive π-Conjugated Molecules |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-16T07%3A48%3A06IST&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=Chirality%20Induction%20by%20Formation%20of%20Assembled%20Structures%20Based%20on%20Anion-Responsive%20%CF%80-Conjugated%20Molecules&rft.jtitle=Chemistry%20:%20a%20European%20journal&rft.au=Maeda,%20Hiromitsu&rft.date=2013-11-25&rft.volume=19&rft.issue=48&rft.spage=16263&rft.epage=16271&rft.pages=16263-16271&rft.issn=0947-6539&rft.eissn=1521-3765&rft_id=info:doi/10.1002/chem.201301737&rft_dat=%3Cproquest_cross%3E1459974565%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=1459974565&rft_id=info:pmid/24150915&rfr_iscdi=true |