Non‐Covalent Interactions Enable the Length‐Controlled Generation of Discrete Tubes Capable of Guest Exchange
Supramolecular chemistry in confined spaces constructed from macrocyclic molecules has attracted much attention because it can utilize the specific binding properties of macrocyclic cavities. Herein we report the preparation of length‐controlled discrete tubular structures by homo‐/co‐assembly of ri...
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Veröffentlicht in: | Angewandte Chemie International Edition 2020-06, Vol.59 (24), p.9309-9313 |
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creator | Fa, Shixin Sakata, Yoko Akine, Shigehisa Ogoshi, Tomoki |
description | Supramolecular chemistry in confined spaces constructed from macrocyclic molecules has attracted much attention because it can utilize the specific binding properties of macrocyclic cavities. Herein we report the preparation of length‐controlled discrete tubular structures by homo‐/co‐assembly of rim‐differentiated and peralkylamino‐substituted pillar[5]arenes via hydrogen bonds and salt bridges. By dimerization and trimerization, the expanded tubes show a fivefold helical structure and stepwise binding, respectively. We found that the exchange speed of guest molecules in the tubes could be controlled by varying the tube length.
Hydrogen bonds and salt bridges enable the length‐controlled generation of discrete tubular structures from rim‐differentiated and peralkylamino‐substituted pillar[5]arenes. The speed of guest molecule exchange in the tubes depends on the tube length. |
doi_str_mv | 10.1002/anie.201916515 |
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Hydrogen bonds and salt bridges enable the length‐controlled generation of discrete tubular structures from rim‐differentiated and peralkylamino‐substituted pillar[5]arenes. The speed of guest molecule exchange in the tubes depends on the tube length.</description><edition>International ed. in English</edition><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.201916515</identifier><identifier>PMID: 32175639</identifier><language>eng</language><publisher>Germany: Wiley Subscription Services, Inc</publisher><subject>Aromatic compounds ; Binding ; Confined spaces ; Dimerization ; Exchanging ; host–guest chemistry ; Hydrogen bonding ; Hydrogen bonds ; nanotubes ; non-covalent interactions ; pillararenes ; supramolecular chemistry ; Tubes</subject><ispartof>Angewandte Chemie International Edition, 2020-06, Vol.59 (24), p.9309-9313</ispartof><rights>2020 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c5165-874322f99cbe59fc94495238a0721458d71a5c571306e6110ffc0de15d3294d23</citedby><cites>FETCH-LOGICAL-c5165-874322f99cbe59fc94495238a0721458d71a5c571306e6110ffc0de15d3294d23</cites><orcidid>0000-0002-4464-0347</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fanie.201916515$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.201916515$$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/32175639$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Fa, Shixin</creatorcontrib><creatorcontrib>Sakata, Yoko</creatorcontrib><creatorcontrib>Akine, Shigehisa</creatorcontrib><creatorcontrib>Ogoshi, Tomoki</creatorcontrib><title>Non‐Covalent Interactions Enable the Length‐Controlled Generation of Discrete Tubes Capable of Guest Exchange</title><title>Angewandte Chemie International Edition</title><addtitle>Angew Chem Int Ed Engl</addtitle><description>Supramolecular chemistry in confined spaces constructed from macrocyclic molecules has attracted much attention because it can utilize the specific binding properties of macrocyclic cavities. Herein we report the preparation of length‐controlled discrete tubular structures by homo‐/co‐assembly of rim‐differentiated and peralkylamino‐substituted pillar[5]arenes via hydrogen bonds and salt bridges. By dimerization and trimerization, the expanded tubes show a fivefold helical structure and stepwise binding, respectively. We found that the exchange speed of guest molecules in the tubes could be controlled by varying the tube length.
Hydrogen bonds and salt bridges enable the length‐controlled generation of discrete tubular structures from rim‐differentiated and peralkylamino‐substituted pillar[5]arenes. The speed of guest molecule exchange in the tubes depends on the tube length.</description><subject>Aromatic compounds</subject><subject>Binding</subject><subject>Confined spaces</subject><subject>Dimerization</subject><subject>Exchanging</subject><subject>host–guest chemistry</subject><subject>Hydrogen bonding</subject><subject>Hydrogen bonds</subject><subject>nanotubes</subject><subject>non-covalent interactions</subject><subject>pillararenes</subject><subject>supramolecular chemistry</subject><subject>Tubes</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNqF0b1OIzEQB3ALcQIu0FIiSzQ0m_PHer0uUQi5SBHXQG053lmyaGMHexdIxyPwjDwJDuFyEs1VtuTf_DWeQeiUkiElhP0yroEhI1TRQlCxh46oYDTjUvL9dM85z2Qp6CH6GeND8mVJigN0yBmVouDqCD3eePf--jbyT6YF1-Gp6yAY2zXeRTx2Zt4C7haAZ-Duu8WndF3wbQsVnoBLdkOxr_FVE22ADvBtP4eIR2b1WZxeJj3EDo9f7MK4ezhGP2rTRjj5Ogfo7np8O_qdzf5MpqPLWWZF-ktWypwzVitl5yBUbVWeK8F4aYhkNBdlJakRVkjKSQEFpaSuLamAioozlVeMD9DFNncV_OOmA71MHULbGge-j5qlIRVlwWWR6Pk3-uD74FJ3muWkFEyqXCU13CobfIwBar0KzdKEtaZEb5ahN8vQu2WkgrOv2H6-hGrH_04_AbUFz00L6__E6cub6fhf-AcFopbN</recordid><startdate>20200608</startdate><enddate>20200608</enddate><creator>Fa, Shixin</creator><creator>Sakata, Yoko</creator><creator>Akine, Shigehisa</creator><creator>Ogoshi, Tomoki</creator><general>Wiley Subscription Services, Inc</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TM</scope><scope>K9.</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-4464-0347</orcidid></search><sort><creationdate>20200608</creationdate><title>Non‐Covalent Interactions Enable the Length‐Controlled Generation of Discrete Tubes Capable of Guest Exchange</title><author>Fa, Shixin ; Sakata, Yoko ; Akine, Shigehisa ; Ogoshi, Tomoki</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5165-874322f99cbe59fc94495238a0721458d71a5c571306e6110ffc0de15d3294d23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Aromatic compounds</topic><topic>Binding</topic><topic>Confined spaces</topic><topic>Dimerization</topic><topic>Exchanging</topic><topic>host–guest chemistry</topic><topic>Hydrogen bonding</topic><topic>Hydrogen bonds</topic><topic>nanotubes</topic><topic>non-covalent interactions</topic><topic>pillararenes</topic><topic>supramolecular chemistry</topic><topic>Tubes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Fa, Shixin</creatorcontrib><creatorcontrib>Sakata, Yoko</creatorcontrib><creatorcontrib>Akine, Shigehisa</creatorcontrib><creatorcontrib>Ogoshi, Tomoki</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Fa, Shixin</au><au>Sakata, Yoko</au><au>Akine, Shigehisa</au><au>Ogoshi, Tomoki</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Non‐Covalent Interactions Enable the Length‐Controlled Generation of Discrete Tubes Capable of Guest Exchange</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew Chem Int Ed Engl</addtitle><date>2020-06-08</date><risdate>2020</risdate><volume>59</volume><issue>24</issue><spage>9309</spage><epage>9313</epage><pages>9309-9313</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><abstract>Supramolecular chemistry in confined spaces constructed from macrocyclic molecules has attracted much attention because it can utilize the specific binding properties of macrocyclic cavities. Herein we report the preparation of length‐controlled discrete tubular structures by homo‐/co‐assembly of rim‐differentiated and peralkylamino‐substituted pillar[5]arenes via hydrogen bonds and salt bridges. By dimerization and trimerization, the expanded tubes show a fivefold helical structure and stepwise binding, respectively. We found that the exchange speed of guest molecules in the tubes could be controlled by varying the tube length.
Hydrogen bonds and salt bridges enable the length‐controlled generation of discrete tubular structures from rim‐differentiated and peralkylamino‐substituted pillar[5]arenes. The speed of guest molecule exchange in the tubes depends on the tube length.</abstract><cop>Germany</cop><pub>Wiley Subscription Services, Inc</pub><pmid>32175639</pmid><doi>10.1002/anie.201916515</doi><tpages>5</tpages><edition>International ed. in English</edition><orcidid>https://orcid.org/0000-0002-4464-0347</orcidid><oa>free_for_read</oa></addata></record> |
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subjects | Aromatic compounds Binding Confined spaces Dimerization Exchanging host–guest chemistry Hydrogen bonding Hydrogen bonds nanotubes non-covalent interactions pillararenes supramolecular chemistry Tubes |
title | Non‐Covalent Interactions Enable the Length‐Controlled Generation of Discrete Tubes Capable of Guest Exchange |
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