A Clue to Elusive Macrocycles:  Unusually Facile, Spontaneous Polymerization of a Hexagonal Diethynylbenzene Macrocycle

A Clue to Elusive Macrocycles:  Unusually Facile, Spontaneous Polymerization of a Hexagonal Diethynylbenzene Macrocycle

A hexagonal diethynylbenzene macrocycle having exterior octyloxymethyl groups undergoes spontaneous polymerization at room temperature to form hardly soluble materials, in contrast to the corresponding dehydrotetramer and dehydrooctamer, which are stable enough to show their melting points at higher...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of organic chemistry 2006-01, Vol.71 (1), p.401-404
Hauptverfasser: Nomoto, Akihiro, Sonoda, Motohiro, Yamaguchi, Yui, Ichikawa, Tomoyuki, Hirose, Keiji, Tobe, Yoshito
Format: Artikel
Sprache:eng
Schlagworte:
Alicyclic compounds
Alicyclic compounds, terpenoids, prostaglandins, steroids
Chemistry
Exact sciences and technology
Organic chemistry
Preparations and properties
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 404
container_issue 1
container_start_page 401
container_title Journal of organic chemistry
container_volume 71
creator Nomoto, Akihiro
Sonoda, Motohiro
Yamaguchi, Yui
Ichikawa, Tomoyuki
Hirose, Keiji
Tobe, Yoshito
description A hexagonal diethynylbenzene macrocycle having exterior octyloxymethyl groups undergoes spontaneous polymerization at room temperature to form hardly soluble materials, in contrast to the corresponding dehydrotetramer and dehydrooctamer, which are stable enough to show their melting points at higher than 140 °C.
doi_str_mv 10.1021/jo051969e
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_67604509</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>67604509</sourcerecordid><originalsourceid>FETCH-LOGICAL-a447t-b2a8f18ae2e484bd3bc644aeece0a30051cd1f08f0e113e9a59b0c302426e8f93</originalsourceid><addsrcrecordid>eNptkMFu1DAQhi0EokvhwAsgX0BCIjB2HCfh1i4tRSxipbYXLtHEO4EUr73YCWp64spr8iS42lWXA3OZw3z69c_H2FMBrwVI8ebKQyFqXdM9NhOFhEzXoO6zGYCUWS51fsAexXgFaYqieMgOhM6rSpcwY9MRn9uR-OD5iR1j_5P4JzTBm8lYim___PrNL90YR7R24qdoekuv-PnGuwEd-THypbfTmkJ_g0PvHfcdR35G1_jVO7T8XU_Dt8lNtiV3Q-7f8MfsQYc20pPdPmSXpycX87Ns8fn9h_nRIkOlyiFrJVadqJAkqUq1q7w1WikkMgSYp4eEWYkOqg5IiJxqLOoWTA5SSU1VV-eH7MU2dxP8j5Hi0Kz7aMja7QONLjWoAm7Bl1swNYwxUNdsQr_GMDUCmlvPzZ3nxD7bhY7tmlZ7cic2Ac93AEaDtgvoTB_3XFlKgEomLttyfRzo-u6O4XsqlpdFc7E8b46_gPi4XBw3i30umpj6jCFZjv8p-BeoEqMH</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>67604509</pqid></control><display><type>article</type><title>A Clue to Elusive Macrocycles:  Unusually Facile, Spontaneous Polymerization of a Hexagonal Diethynylbenzene Macrocycle</title><source>ACS Publications</source><creator>Nomoto, Akihiro ; Sonoda, Motohiro ; Yamaguchi, Yui ; Ichikawa, Tomoyuki ; Hirose, Keiji ; Tobe, Yoshito</creator><creatorcontrib>Nomoto, Akihiro ; Sonoda, Motohiro ; Yamaguchi, Yui ; Ichikawa, Tomoyuki ; Hirose, Keiji ; Tobe, Yoshito</creatorcontrib><description>A hexagonal diethynylbenzene macrocycle having exterior octyloxymethyl groups undergoes spontaneous polymerization at room temperature to form hardly soluble materials, in contrast to the corresponding dehydrotetramer and dehydrooctamer, which are stable enough to show their melting points at higher than 140 °C.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/jo051969e</identifier><identifier>PMID: 16388670</identifier><identifier>CODEN: JOCEAH</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Alicyclic compounds ; Alicyclic compounds, terpenoids, prostaglandins, steroids ; Chemistry ; Exact sciences and technology ; Organic chemistry ; Preparations and properties</subject><ispartof>Journal of organic chemistry, 2006-01, Vol.71 (1), p.401-404</ispartof><rights>Copyright © 2006 American Chemical Society</rights><rights>2007 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a447t-b2a8f18ae2e484bd3bc644aeece0a30051cd1f08f0e113e9a59b0c302426e8f93</citedby><cites>FETCH-LOGICAL-a447t-b2a8f18ae2e484bd3bc644aeece0a30051cd1f08f0e113e9a59b0c302426e8f93</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/jo051969e$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jo051969e$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&amp;idt=17720082$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16388670$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Nomoto, Akihiro</creatorcontrib><creatorcontrib>Sonoda, Motohiro</creatorcontrib><creatorcontrib>Yamaguchi, Yui</creatorcontrib><creatorcontrib>Ichikawa, Tomoyuki</creatorcontrib><creatorcontrib>Hirose, Keiji</creatorcontrib><creatorcontrib>Tobe, Yoshito</creatorcontrib><title>A Clue to Elusive Macrocycles:  Unusually Facile, Spontaneous Polymerization of a Hexagonal Diethynylbenzene Macrocycle</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>A hexagonal diethynylbenzene macrocycle having exterior octyloxymethyl groups undergoes spontaneous polymerization at room temperature to form hardly soluble materials, in contrast to the corresponding dehydrotetramer and dehydrooctamer, which are stable enough to show their melting points at higher than 140 °C.</description><subject>Alicyclic compounds</subject><subject>Alicyclic compounds, terpenoids, prostaglandins, steroids</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><recordid>eNptkMFu1DAQhi0EokvhwAsgX0BCIjB2HCfh1i4tRSxipbYXLtHEO4EUr73YCWp64spr8iS42lWXA3OZw3z69c_H2FMBrwVI8ebKQyFqXdM9NhOFhEzXoO6zGYCUWS51fsAexXgFaYqieMgOhM6rSpcwY9MRn9uR-OD5iR1j_5P4JzTBm8lYim___PrNL90YR7R24qdoekuv-PnGuwEd-THypbfTmkJ_g0PvHfcdR35G1_jVO7T8XU_Dt8lNtiV3Q-7f8MfsQYc20pPdPmSXpycX87Ns8fn9h_nRIkOlyiFrJVadqJAkqUq1q7w1WikkMgSYp4eEWYkOqg5IiJxqLOoWTA5SSU1VV-eH7MU2dxP8j5Hi0Kz7aMja7QONLjWoAm7Bl1swNYwxUNdsQr_GMDUCmlvPzZ3nxD7bhY7tmlZ7cic2Ac93AEaDtgvoTB_3XFlKgEomLttyfRzo-u6O4XsqlpdFc7E8b46_gPi4XBw3i30umpj6jCFZjv8p-BeoEqMH</recordid><startdate>20060106</startdate><enddate>20060106</enddate><creator>Nomoto, Akihiro</creator><creator>Sonoda, Motohiro</creator><creator>Yamaguchi, Yui</creator><creator>Ichikawa, Tomoyuki</creator><creator>Hirose, Keiji</creator><creator>Tobe, Yoshito</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20060106</creationdate><title>A Clue to Elusive Macrocycles:  Unusually Facile, Spontaneous Polymerization of a Hexagonal Diethynylbenzene Macrocycle</title><author>Nomoto, Akihiro ; Sonoda, Motohiro ; Yamaguchi, Yui ; Ichikawa, Tomoyuki ; Hirose, Keiji ; Tobe, Yoshito</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a447t-b2a8f18ae2e484bd3bc644aeece0a30051cd1f08f0e113e9a59b0c302426e8f93</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Alicyclic compounds</topic><topic>Alicyclic compounds, terpenoids, prostaglandins, steroids</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nomoto, Akihiro</creatorcontrib><creatorcontrib>Sonoda, Motohiro</creatorcontrib><creatorcontrib>Yamaguchi, Yui</creatorcontrib><creatorcontrib>Ichikawa, Tomoyuki</creatorcontrib><creatorcontrib>Hirose, Keiji</creatorcontrib><creatorcontrib>Tobe, Yoshito</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Nomoto, Akihiro</au><au>Sonoda, Motohiro</au><au>Yamaguchi, Yui</au><au>Ichikawa, Tomoyuki</au><au>Hirose, Keiji</au><au>Tobe, Yoshito</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Clue to Elusive Macrocycles:  Unusually Facile, Spontaneous Polymerization of a Hexagonal Diethynylbenzene Macrocycle</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2006-01-06</date><risdate>2006</risdate><volume>71</volume><issue>1</issue><spage>401</spage><epage>404</epage><pages>401-404</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><coden>JOCEAH</coden><abstract>A hexagonal diethynylbenzene macrocycle having exterior octyloxymethyl groups undergoes spontaneous polymerization at room temperature to form hardly soluble materials, in contrast to the corresponding dehydrotetramer and dehydrooctamer, which are stable enough to show their melting points at higher than 140 °C.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>16388670</pmid><doi>10.1021/jo051969e</doi><tpages>4</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0022-3263
ispartof Journal of organic chemistry, 2006-01, Vol.71 (1), p.401-404
issn 0022-3263
1520-6904
language eng
recordid cdi_proquest_miscellaneous_67604509
source ACS Publications
subjects Alicyclic compounds
Alicyclic compounds, terpenoids, prostaglandins, steroids
Chemistry
Exact sciences and technology
Organic chemistry
Preparations and properties
title A Clue to Elusive Macrocycles:  Unusually Facile, Spontaneous Polymerization of a Hexagonal Diethynylbenzene Macrocycle
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-04T17%3A47%3A15IST&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=A%20Clue%20to%20Elusive%20Macrocycles:%E2%80%89%20Unusually%20Facile,%20Spontaneous%20Polymerization%20of%20a%20Hexagonal%20Diethynylbenzene%20Macrocycle&rft.jtitle=Journal%20of%20organic%20chemistry&rft.au=Nomoto,%20Akihiro&rft.date=2006-01-06&rft.volume=71&rft.issue=1&rft.spage=401&rft.epage=404&rft.pages=401-404&rft.issn=0022-3263&rft.eissn=1520-6904&rft.coden=JOCEAH&rft_id=info:doi/10.1021/jo051969e&rft_dat=%3Cproquest_cross%3E67604509%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=67604509&rft_id=info:pmid/16388670&rfr_iscdi=true