5,11,17,23-Tetrakis[(p-carboxyphenyl)azo]-25,26,27,28-tetrahydroxy Calix[4]arene: Crystal Structure and pH Sensing Properties
Treatment of 5,11,17,23‐tetrakis[(p‐carboxyphenyl)azo]‐25,26,27,28‐tetrahydroxy calix[4]arene (2) with HCl in DMF or NaOH in MeOH produced 5,11,17,23‐tetrakis[(p‐carboxyphenyl)azo]‐25,26,27,28‐tetrahydroxycalix[4]‐arene·4DMF (2·4DMF) and 5,11,17,23‐tetrakis[(p‐carboxyphenylsodium)azo]‐25,26,27,28‐te...
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| Veröffentlicht in: | Chinese journal of chemistry 2010-10, Vol.28 (10), p.1829-1834 |
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| creator | Liu, Leilei Ren, Zhigang Li, Hongxi Shang, Hai Lang, Jianping |
| description | Treatment of 5,11,17,23‐tetrakis[(p‐carboxyphenyl)azo]‐25,26,27,28‐tetrahydroxy calix[4]arene (2) with HCl in DMF or NaOH in MeOH produced 5,11,17,23‐tetrakis[(p‐carboxyphenyl)azo]‐25,26,27,28‐tetrahydroxycalix[4]‐arene·4DMF (2·4DMF) and 5,11,17,23‐tetrakis[(p‐carboxyphenylsodium)azo]‐25,26,27,28‐tetrahydroxycalix[4]‐ arene (3), respectively, which were characterized by elemental analysis, IR, UV‐vis, 1H NMR and 13C NMR. An X‐ray analysis of 2·4DMF revealed that its calix[4]arene core adopts a flattened cone conformation in which opposed phenyl groups take parallel or sharply inclined positions. The intra‐ and intermolecular hydrogen‐bonding interactions and the π···π interactions form a 2D hydrogen‐bonded wavelike network. Compound 2 had a unique reversible color change in a wide pH range from 1 to 13.5 and showed interesting pH sensing properties.
The crystal structure of 5,11,17,23‐tetrakis [(p‐carboxyphenyl)azo]‐25,26,27,28‐tetra‐hydroxycalix[4]arene·4DMF (2·4DMF) was determined by single crystal X‐ray crystallography. The intra‐ and intermolecular hydrogen‐bonding interactions and the π ···π interactions in 2·4DMF afford a 2D H‐bonded wave‐like network. Compound 2 showed reversible color changes in a wide pH range from 1 to 13.5. |
| doi_str_mv | 10.1002/cjoc.201090306 |
| format | Article |
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The crystal structure of 5,11,17,23‐tetrakis [(p‐carboxyphenyl)azo]‐25,26,27,28‐tetra‐hydroxycalix[4]arene·4DMF (2·4DMF) was determined by single crystal X‐ray crystallography. The intra‐ and intermolecular hydrogen‐bonding interactions and the π ···π interactions in 2·4DMF afford a 2D H‐bonded wave‐like network. Compound 2 showed reversible color changes in a wide pH range from 1 to 13.5.</description><identifier>ISSN: 1001-604X</identifier><identifier>EISSN: 1614-7065</identifier><identifier>DOI: 10.1002/cjoc.201090306</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Crystal structure ; NMR shift ; p-carboxyphenylazocalixarene ; pH sensing properties ; synthesis</subject><ispartof>Chinese journal of chemistry, 2010-10, Vol.28 (10), p.1829-1834</ispartof><rights>Copyright © 2010 SIOC, CAS, Shanghai & WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2010 SIOC, CAS, Shanghai & WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3556-47027dadbda5c65ca4b8b785ce7d62170054339adc94816132622a49cb83f12c3</citedby><cites>FETCH-LOGICAL-c3556-47027dadbda5c65ca4b8b785ce7d62170054339adc94816132622a49cb83f12c3</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%2Fcjoc.201090306$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcjoc.201090306$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Liu, Leilei</creatorcontrib><creatorcontrib>Ren, Zhigang</creatorcontrib><creatorcontrib>Li, Hongxi</creatorcontrib><creatorcontrib>Shang, Hai</creatorcontrib><creatorcontrib>Lang, Jianping</creatorcontrib><title>5,11,17,23-Tetrakis[(p-carboxyphenyl)azo]-25,26,27,28-tetrahydroxy Calix[4]arene: Crystal Structure and pH Sensing Properties</title><title>Chinese journal of chemistry</title><addtitle>Chin. J. Chem</addtitle><description>Treatment of 5,11,17,23‐tetrakis[(p‐carboxyphenyl)azo]‐25,26,27,28‐tetrahydroxy calix[4]arene (2) with HCl in DMF or NaOH in MeOH produced 5,11,17,23‐tetrakis[(p‐carboxyphenyl)azo]‐25,26,27,28‐tetrahydroxycalix[4]‐arene·4DMF (2·4DMF) and 5,11,17,23‐tetrakis[(p‐carboxyphenylsodium)azo]‐25,26,27,28‐tetrahydroxycalix[4]‐ arene (3), respectively, which were characterized by elemental analysis, IR, UV‐vis, 1H NMR and 13C NMR. An X‐ray analysis of 2·4DMF revealed that its calix[4]arene core adopts a flattened cone conformation in which opposed phenyl groups take parallel or sharply inclined positions. The intra‐ and intermolecular hydrogen‐bonding interactions and the π···π interactions form a 2D hydrogen‐bonded wavelike network. Compound 2 had a unique reversible color change in a wide pH range from 1 to 13.5 and showed interesting pH sensing properties.
The crystal structure of 5,11,17,23‐tetrakis [(p‐carboxyphenyl)azo]‐25,26,27,28‐tetra‐hydroxycalix[4]arene·4DMF (2·4DMF) was determined by single crystal X‐ray crystallography. The intra‐ and intermolecular hydrogen‐bonding interactions and the π ···π interactions in 2·4DMF afford a 2D H‐bonded wave‐like network. Compound 2 showed reversible color changes in a wide pH range from 1 to 13.5.</description><subject>Crystal structure</subject><subject>NMR shift</subject><subject>p-carboxyphenylazocalixarene</subject><subject>pH sensing properties</subject><subject>synthesis</subject><issn>1001-604X</issn><issn>1614-7065</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><recordid>eNqFkEtLw0AURoMo-Ny6DrhRyNR5T-JO4rMUtVZREBkmk6mmjUmcSbER_O9OqYg7V_cuzrmPLwh2EewhCPGhntS6hyGCCSSQrwQbiCMKBORs1fcQIsAhfVwPNp2beF4IzDeCLxYhFCERYQLuTGvVtHBP-w3Qymb1vGteTdWVB-qzfgaYRZhH2KMxaBfoa5dbz4SpKov5E31W1lTmKExt51pVhqPWznQ7syZUVR42F-HIVK6oXsIbWzfGtoVx28HaWJXO7PzUreD-7PQuvQCD6_PL9HgANGGMAyr8ubnKs1wxzZlWNIszETNtRM4xEhAySkiicp3Q2H9NMMdY0URnMRkjrMlWsLec29j6fWZcKyf1zFZ-pUSC8xgiGgtP9ZaUtrVz1oxlY4s3ZTuJoFxELBcRy9-IvZAshY-iNN0_tEz71-lfFyzdwrVm_usqO5VcEMHkw9W57J8Nh2h0O5Qn5BsURY0d</recordid><startdate>201010</startdate><enddate>201010</enddate><creator>Liu, Leilei</creator><creator>Ren, Zhigang</creator><creator>Li, Hongxi</creator><creator>Shang, Hai</creator><creator>Lang, Jianping</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201010</creationdate><title>5,11,17,23-Tetrakis[(p-carboxyphenyl)azo]-25,26,27,28-tetrahydroxy Calix[4]arene: Crystal Structure and pH Sensing Properties</title><author>Liu, Leilei ; Ren, Zhigang ; Li, Hongxi ; Shang, Hai ; Lang, Jianping</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3556-47027dadbda5c65ca4b8b785ce7d62170054339adc94816132622a49cb83f12c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Crystal structure</topic><topic>NMR shift</topic><topic>p-carboxyphenylazocalixarene</topic><topic>pH sensing properties</topic><topic>synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Leilei</creatorcontrib><creatorcontrib>Ren, Zhigang</creatorcontrib><creatorcontrib>Li, Hongxi</creatorcontrib><creatorcontrib>Shang, Hai</creatorcontrib><creatorcontrib>Lang, Jianping</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>Chinese journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liu, Leilei</au><au>Ren, Zhigang</au><au>Li, Hongxi</au><au>Shang, Hai</au><au>Lang, Jianping</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>5,11,17,23-Tetrakis[(p-carboxyphenyl)azo]-25,26,27,28-tetrahydroxy Calix[4]arene: Crystal Structure and pH Sensing Properties</atitle><jtitle>Chinese journal of chemistry</jtitle><addtitle>Chin. J. Chem</addtitle><date>2010-10</date><risdate>2010</risdate><volume>28</volume><issue>10</issue><spage>1829</spage><epage>1834</epage><pages>1829-1834</pages><issn>1001-604X</issn><eissn>1614-7065</eissn><abstract>Treatment of 5,11,17,23‐tetrakis[(p‐carboxyphenyl)azo]‐25,26,27,28‐tetrahydroxy calix[4]arene (2) with HCl in DMF or NaOH in MeOH produced 5,11,17,23‐tetrakis[(p‐carboxyphenyl)azo]‐25,26,27,28‐tetrahydroxycalix[4]‐arene·4DMF (2·4DMF) and 5,11,17,23‐tetrakis[(p‐carboxyphenylsodium)azo]‐25,26,27,28‐tetrahydroxycalix[4]‐ arene (3), respectively, which were characterized by elemental analysis, IR, UV‐vis, 1H NMR and 13C NMR. An X‐ray analysis of 2·4DMF revealed that its calix[4]arene core adopts a flattened cone conformation in which opposed phenyl groups take parallel or sharply inclined positions. The intra‐ and intermolecular hydrogen‐bonding interactions and the π···π interactions form a 2D hydrogen‐bonded wavelike network. Compound 2 had a unique reversible color change in a wide pH range from 1 to 13.5 and showed interesting pH sensing properties.
The crystal structure of 5,11,17,23‐tetrakis [(p‐carboxyphenyl)azo]‐25,26,27,28‐tetra‐hydroxycalix[4]arene·4DMF (2·4DMF) was determined by single crystal X‐ray crystallography. The intra‐ and intermolecular hydrogen‐bonding interactions and the π ···π interactions in 2·4DMF afford a 2D H‐bonded wave‐like network. Compound 2 showed reversible color changes in a wide pH range from 1 to 13.5.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/cjoc.201090306</doi><tpages>6</tpages></addata></record> |
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| subjects | Crystal structure NMR shift p-carboxyphenylazocalixarene pH sensing properties synthesis |
| title | 5,11,17,23-Tetrakis[(p-carboxyphenyl)azo]-25,26,27,28-tetrahydroxy Calix[4]arene: Crystal Structure and pH Sensing Properties |
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