Cooperative C60 Binding to a Porphyrin Tetramer Arranged around a p-Terphenyl Axis in 1:2 Host−Guest Stoichiometry

Cooperative C60 Binding to a Porphyrin Tetramer Arranged around a p-Terphenyl Axis in 1:2 Host−Guest Stoichiometry

Porphyrin tetramer 1 was newly designed and synthesized to construct a novel cooperative [60]fullerene (C60) binding system. Compound 1 has a p-terphenyl axis, which is expected to act as a scaffold for a guest-binding information transducer. In toluene, 1 can bind 2 equiv of C60 to produce a 1:2 1/...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2002-03, Vol.4 (6), p.925-928
Hauptverfasser: Kubo, Yohei, Sugasaki, Atsushi, Ikeda, Masato, Sugiyasu, Kazunori, Sonoda, Kenshi, Ikeda, Atsushi, Takeuchi, Masayuki, Shinkai, Seiji
Format: Artikel
Sprache:eng ; jpn
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 928
container_issue 6
container_start_page 925
container_title Organic letters
container_volume 4
creator Kubo, Yohei
Sugasaki, Atsushi
Ikeda, Masato
Sugiyasu, Kazunori
Sonoda, Kenshi
Ikeda, Atsushi
Takeuchi, Masayuki
Shinkai, Seiji
description Porphyrin tetramer 1 was newly designed and synthesized to construct a novel cooperative [60]fullerene (C60) binding system. Compound 1 has a p-terphenyl axis, which is expected to act as a scaffold for a guest-binding information transducer. In toluene, 1 can bind 2 equiv of C60 to produce a 1:2 1/C60 complex with association constants of 5800 M-1 (K 1) and 2000 M-1 (K 2). These values are significantly greater than those for control porphyrin dimers such as 2 and 3.
doi_str_mv 10.1021/ol017299q
format Article
fullrecord <record><control><sourceid>acs</sourceid><recordid>TN_cdi_acs_journals_10_1021_ol017299q</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>d009531054</sourcerecordid><originalsourceid>FETCH-LOGICAL-a164t-9999f5dc7ad57cf5537b20ad9c838b151a3e9cbdd275f7b8288bb46f853e72393</originalsourceid><addsrcrecordid>eNo9UM1KAzEYDKJgrR58g-_icTU_zWbjrS7aCgUF63nJbrJtSpvUJBX7Bp59RJ_EiNK5zDAMMzAIXRJ8TTAlN36NiaBSvh2hAeGUFQJzenzQJT5FZzGuMCbZkQOUau-3Jqhk3w3UJYY767R1C0geFDz7sF3ug3UwNymojQkwDkG5hdGggt-5TLAt5ibHjNuvYfxhI-Q4uaUw9TF9f35NdiYmeEnedkvrN7lnf45OerWO5uKfh-j14X5eT4vZ0-SxHs8KRcpRKmRGz3UnlOai6zlnoqVYadlVrGoJJ4oZ2bVaU8F70Va0qtp2VPYVZ0ZQJtkQXf31qi42K78LLq81BDe_VzWHq9gP1nVdPA</addsrcrecordid><sourcetype>Publisher</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Cooperative C60 Binding to a Porphyrin Tetramer Arranged around a p-Terphenyl Axis in 1:2 Host−Guest Stoichiometry</title><source>American Chemical Society</source><creator>Kubo, Yohei ; Sugasaki, Atsushi ; Ikeda, Masato ; Sugiyasu, Kazunori ; Sonoda, Kenshi ; Ikeda, Atsushi ; Takeuchi, Masayuki ; Shinkai, Seiji</creator><creatorcontrib>Kubo, Yohei ; Sugasaki, Atsushi ; Ikeda, Masato ; Sugiyasu, Kazunori ; Sonoda, Kenshi ; Ikeda, Atsushi ; Takeuchi, Masayuki ; Shinkai, Seiji</creatorcontrib><description>Porphyrin tetramer 1 was newly designed and synthesized to construct a novel cooperative [60]fullerene (C60) binding system. Compound 1 has a p-terphenyl axis, which is expected to act as a scaffold for a guest-binding information transducer. In toluene, 1 can bind 2 equiv of C60 to produce a 1:2 1/C60 complex with association constants of 5800 M-1 (K 1) and 2000 M-1 (K 2). These values are significantly greater than those for control porphyrin dimers such as 2 and 3.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/ol017299q</identifier><language>eng ; jpn</language><publisher>American Chemical Society</publisher><ispartof>Organic letters, 2002-03, Vol.4 (6), p.925-928</ispartof><rights>Copyright © 2002 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ol017299q$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ol017299q$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,27053,27901,27902,56713,56763</link.rule.ids></links><search><creatorcontrib>Kubo, Yohei</creatorcontrib><creatorcontrib>Sugasaki, Atsushi</creatorcontrib><creatorcontrib>Ikeda, Masato</creatorcontrib><creatorcontrib>Sugiyasu, Kazunori</creatorcontrib><creatorcontrib>Sonoda, Kenshi</creatorcontrib><creatorcontrib>Ikeda, Atsushi</creatorcontrib><creatorcontrib>Takeuchi, Masayuki</creatorcontrib><creatorcontrib>Shinkai, Seiji</creatorcontrib><title>Cooperative C60 Binding to a Porphyrin Tetramer Arranged around a p-Terphenyl Axis in 1:2 Host−Guest Stoichiometry</title><title>Organic letters</title><addtitle>Org. Lett</addtitle><description>Porphyrin tetramer 1 was newly designed and synthesized to construct a novel cooperative [60]fullerene (C60) binding system. Compound 1 has a p-terphenyl axis, which is expected to act as a scaffold for a guest-binding information transducer. In toluene, 1 can bind 2 equiv of C60 to produce a 1:2 1/C60 complex with association constants of 5800 M-1 (K 1) and 2000 M-1 (K 2). These values are significantly greater than those for control porphyrin dimers such as 2 and 3.</description><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNo9UM1KAzEYDKJgrR58g-_icTU_zWbjrS7aCgUF63nJbrJtSpvUJBX7Bp59RJ_EiNK5zDAMMzAIXRJ8TTAlN36NiaBSvh2hAeGUFQJzenzQJT5FZzGuMCbZkQOUau-3Jqhk3w3UJYY767R1C0geFDz7sF3ug3UwNymojQkwDkG5hdGggt-5TLAt5ibHjNuvYfxhI-Q4uaUw9TF9f35NdiYmeEnedkvrN7lnf45OerWO5uKfh-j14X5eT4vZ0-SxHs8KRcpRKmRGz3UnlOai6zlnoqVYadlVrGoJJ4oZ2bVaU8F70Va0qtp2VPYVZ0ZQJtkQXf31qi42K78LLq81BDe_VzWHq9gP1nVdPA</recordid><startdate>20020321</startdate><enddate>20020321</enddate><creator>Kubo, Yohei</creator><creator>Sugasaki, Atsushi</creator><creator>Ikeda, Masato</creator><creator>Sugiyasu, Kazunori</creator><creator>Sonoda, Kenshi</creator><creator>Ikeda, Atsushi</creator><creator>Takeuchi, Masayuki</creator><creator>Shinkai, Seiji</creator><general>American Chemical Society</general><scope/></search><sort><creationdate>20020321</creationdate><title>Cooperative C60 Binding to a Porphyrin Tetramer Arranged around a p-Terphenyl Axis in 1:2 Host−Guest Stoichiometry</title><author>Kubo, Yohei ; Sugasaki, Atsushi ; Ikeda, Masato ; Sugiyasu, Kazunori ; Sonoda, Kenshi ; Ikeda, Atsushi ; Takeuchi, Masayuki ; Shinkai, Seiji</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a164t-9999f5dc7ad57cf5537b20ad9c838b151a3e9cbdd275f7b8288bb46f853e72393</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng ; jpn</language><creationdate>2002</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kubo, Yohei</creatorcontrib><creatorcontrib>Sugasaki, Atsushi</creatorcontrib><creatorcontrib>Ikeda, Masato</creatorcontrib><creatorcontrib>Sugiyasu, Kazunori</creatorcontrib><creatorcontrib>Sonoda, Kenshi</creatorcontrib><creatorcontrib>Ikeda, Atsushi</creatorcontrib><creatorcontrib>Takeuchi, Masayuki</creatorcontrib><creatorcontrib>Shinkai, Seiji</creatorcontrib><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kubo, Yohei</au><au>Sugasaki, Atsushi</au><au>Ikeda, Masato</au><au>Sugiyasu, Kazunori</au><au>Sonoda, Kenshi</au><au>Ikeda, Atsushi</au><au>Takeuchi, Masayuki</au><au>Shinkai, Seiji</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cooperative C60 Binding to a Porphyrin Tetramer Arranged around a p-Terphenyl Axis in 1:2 Host−Guest Stoichiometry</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2002-03-21</date><risdate>2002</risdate><volume>4</volume><issue>6</issue><spage>925</spage><epage>928</epage><pages>925-928</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>Porphyrin tetramer 1 was newly designed and synthesized to construct a novel cooperative [60]fullerene (C60) binding system. Compound 1 has a p-terphenyl axis, which is expected to act as a scaffold for a guest-binding information transducer. In toluene, 1 can bind 2 equiv of C60 to produce a 1:2 1/C60 complex with association constants of 5800 M-1 (K 1) and 2000 M-1 (K 2). These values are significantly greater than those for control porphyrin dimers such as 2 and 3.</abstract><pub>American Chemical Society</pub><doi>10.1021/ol017299q</doi><tpages>4</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1523-7060
ispartof Organic letters, 2002-03, Vol.4 (6), p.925-928
issn 1523-7060
1523-7052
language eng ; jpn
recordid cdi_acs_journals_10_1021_ol017299q
source American Chemical Society
title Cooperative C60 Binding to a Porphyrin Tetramer Arranged around a p-Terphenyl Axis in 1:2 Host−Guest Stoichiometry
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-01T16%3A57%3A59IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-acs&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Cooperative%20C60%20Binding%20to%20a%20Porphyrin%20Tetramer%20Arranged%20around%20a%20p-Terphenyl%20Axis%20in%201:2%20Host%E2%88%92Guest%20Stoichiometry&rft.jtitle=Organic%20letters&rft.au=Kubo,%20Yohei&rft.date=2002-03-21&rft.volume=4&rft.issue=6&rft.spage=925&rft.epage=928&rft.pages=925-928&rft.issn=1523-7060&rft.eissn=1523-7052&rft_id=info:doi/10.1021/ol017299q&rft_dat=%3Cacs%3Ed009531054%3C/acs%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true