Silver Ion Shuttling in the Trimer-Mimic Thiacalix[4]crown Tube
Novel 1,3-alternate calix-thiacalix[4]crown trimers bearing crown-5 and crown-6 were prepared. As proven by X-ray diffraction, in a 1:2 mole ratio of ligand to metal ion, the Cs+ and K+ ions prefer to be encapsulated in the trimeric thiacalix[4]crown-6 and crown-5, respectively. On the contrary, the...
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Veröffentlicht in: | Journal of organic chemistry 2004-04, Vol.69 (8), p.2877-2880 |
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container_title | Journal of organic chemistry |
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creator | Kim, Sung Kuk Lee, Jae Kwang Lee, Seoung Ho Lim, Mi S Lee, Soon W Sim, Wonbo Kim, Jong Seung |
description | Novel 1,3-alternate calix-thiacalix[4]crown trimers bearing crown-5 and crown-6 were prepared. As proven by X-ray diffraction, in a 1:2 mole ratio of ligand to metal ion, the Cs+ and K+ ions prefer to be encapsulated in the trimeric thiacalix[4]crown-6 and crown-5, respectively. On the contrary, the Ag+ ion was found to be entrapped in the central thiacalix spacer as a 1:1 complex confirmed by 1H NMR spectrosocpy. Variable-temperature 1H NMR studies for the trimeric thiacalix[4]crown-6 encapsulating the silver ion revealed that the Ag+ ion oscillates through the central thiacalix spacer with the aid of cation−π interactions. |
doi_str_mv | 10.1021/jo035567n |
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As proven by X-ray diffraction, in a 1:2 mole ratio of ligand to metal ion, the Cs+ and K+ ions prefer to be encapsulated in the trimeric thiacalix[4]crown-6 and crown-5, respectively. On the contrary, the Ag+ ion was found to be entrapped in the central thiacalix spacer as a 1:1 complex confirmed by 1H NMR spectrosocpy. Variable-temperature 1H NMR studies for the trimeric thiacalix[4]crown-6 encapsulating the silver ion revealed that the Ag+ ion oscillates through the central thiacalix spacer with the aid of cation−π interactions.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/jo035567n</identifier><identifier>PMID: 15074945</identifier><identifier>CODEN: JOCEAH</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Chemistry ; Exact sciences and technology ; Heterocyclic compounds ; Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives ; Organic chemistry ; Preparations and properties</subject><ispartof>Journal of organic chemistry, 2004-04, Vol.69 (8), p.2877-2880</ispartof><rights>Copyright © 2004 American Chemical Society</rights><rights>2004 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a379t-7644afde03f9ffddb6036f1485dfa2d8caac2b124762daa3a5f249cba6181c93</citedby><cites>FETCH-LOGICAL-a379t-7644afde03f9ffddb6036f1485dfa2d8caac2b124762daa3a5f249cba6181c93</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/jo035567n$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jo035567n$$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&idt=15648296$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15074945$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kim, Sung Kuk</creatorcontrib><creatorcontrib>Lee, Jae Kwang</creatorcontrib><creatorcontrib>Lee, Seoung Ho</creatorcontrib><creatorcontrib>Lim, Mi S</creatorcontrib><creatorcontrib>Lee, Soon W</creatorcontrib><creatorcontrib>Sim, Wonbo</creatorcontrib><creatorcontrib>Kim, Jong Seung</creatorcontrib><title>Silver Ion Shuttling in the Trimer-Mimic Thiacalix[4]crown Tube</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>Novel 1,3-alternate calix-thiacalix[4]crown trimers bearing crown-5 and crown-6 were prepared. As proven by X-ray diffraction, in a 1:2 mole ratio of ligand to metal ion, the Cs+ and K+ ions prefer to be encapsulated in the trimeric thiacalix[4]crown-6 and crown-5, respectively. On the contrary, the Ag+ ion was found to be entrapped in the central thiacalix spacer as a 1:1 complex confirmed by 1H NMR spectrosocpy. Variable-temperature 1H NMR studies for the trimeric thiacalix[4]crown-6 encapsulating the silver ion revealed that the Ag+ ion oscillates through the central thiacalix spacer with the aid of cation−π interactions.</description><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives</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>2004</creationdate><recordtype>article</recordtype><recordid>eNpt0MtKxDAUBuAgio6XhS8g3Si4qObediUq3mBEYboTCadp4kQ77Zi0Xt7eyAzqwmzOIh8_5_wI7RJ8RDAlx88dZkLIrF1BIyIoTmWB-SoaYUxpyqhkG2gzhGccnxBiHW0QgTNecDFCJxPXvBmf3HRtMpkOfd-49ilxbdJPTVJ6NzM-vXUzp5Ny6kBD4z4e-KP23XublENlttGahSaYneXcQuXlRXl-nY7vrm7OT8cpsKzo00xyDrY2mNnC2rquJGbSEp6L2gKtcw2gaUUozyStARgIS3mhK5AkJ7pgW-hgETv33etgQq9mLmjTNNCabggqi6yg5BseLmBcMQRvrJrHI8B_KoLVd1nqp6xo95ahQzUz9a9cthPB_hJAiKdbD6124Y-TPKeFjC5dOBd68_HzD_5FyYxlQpX3EzU-Y1cTcUZV_psLOsR9Bt_G6v5Z8AtADYwT</recordid><startdate>20040416</startdate><enddate>20040416</enddate><creator>Kim, Sung Kuk</creator><creator>Lee, Jae Kwang</creator><creator>Lee, Seoung Ho</creator><creator>Lim, Mi S</creator><creator>Lee, Soon W</creator><creator>Sim, Wonbo</creator><creator>Kim, Jong Seung</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>20040416</creationdate><title>Silver Ion Shuttling in the Trimer-Mimic Thiacalix[4]crown Tube</title><author>Kim, Sung Kuk ; Lee, Jae Kwang ; Lee, Seoung Ho ; Lim, Mi S ; Lee, Soon W ; Sim, Wonbo ; Kim, Jong Seung</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a379t-7644afde03f9ffddb6036f1485dfa2d8caac2b124762daa3a5f249cba6181c93</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2004</creationdate><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kim, Sung Kuk</creatorcontrib><creatorcontrib>Lee, Jae Kwang</creatorcontrib><creatorcontrib>Lee, Seoung Ho</creatorcontrib><creatorcontrib>Lim, Mi S</creatorcontrib><creatorcontrib>Lee, Soon W</creatorcontrib><creatorcontrib>Sim, Wonbo</creatorcontrib><creatorcontrib>Kim, Jong Seung</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>Kim, Sung Kuk</au><au>Lee, Jae Kwang</au><au>Lee, Seoung Ho</au><au>Lim, Mi S</au><au>Lee, Soon W</au><au>Sim, Wonbo</au><au>Kim, Jong Seung</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Silver Ion Shuttling in the Trimer-Mimic Thiacalix[4]crown Tube</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2004-04-16</date><risdate>2004</risdate><volume>69</volume><issue>8</issue><spage>2877</spage><epage>2880</epage><pages>2877-2880</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><coden>JOCEAH</coden><abstract>Novel 1,3-alternate calix-thiacalix[4]crown trimers bearing crown-5 and crown-6 were prepared. As proven by X-ray diffraction, in a 1:2 mole ratio of ligand to metal ion, the Cs+ and K+ ions prefer to be encapsulated in the trimeric thiacalix[4]crown-6 and crown-5, respectively. On the contrary, the Ag+ ion was found to be entrapped in the central thiacalix spacer as a 1:1 complex confirmed by 1H NMR spectrosocpy. Variable-temperature 1H NMR studies for the trimeric thiacalix[4]crown-6 encapsulating the silver ion revealed that the Ag+ ion oscillates through the central thiacalix spacer with the aid of cation−π interactions.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>15074945</pmid><doi>10.1021/jo035567n</doi><tpages>4</tpages></addata></record> |
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subjects | Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Organic chemistry Preparations and properties |
title | Silver Ion Shuttling in the Trimer-Mimic Thiacalix[4]crown Tube |
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