Syntheses of novel calix[4]arene hydrazone-based receptors and their cooperative complexation with soft and hard metal ions

Journal of Inclusion Phenomena and Macrocyclic Chemistry

Volumn 70, Issue 1-2, 2011, Pages 11-18

  Yang, Fafu ^a   Huang, Zhisheng ^a   Xie, Jianwei ^a   Zhang, Xiaoyi ^a   Guo, Hongyu ^a  

^a FUJIAN NORMAL UNIVERSITY   (China)

Author keywords

Calix 4 arene; Complexation; Cooperative; Hydrazone; Synthesis

Indexed keywords

EID: 79956058265     PISSN: 09230750     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10847-010-9851-z     Document Type: Article

References (22)

1. FCJM Veggel W Verboom DN Reinhoudt 1994 Metallomacrocycles: supramolecular chemistry with hard and soft metal cations in action Chem. Rev. 94 279 292 10.1021/cr00026a001
2. A Ikeda S Shinkai 1997 Novel cavity design using calix[n]arene skeletons: toward molecular recognition and metal binding Chem. Rev. 97 1713 1722 10.1021/cr960385x 1:CAS:528:DyaK2sXksFSisb4%3D
3. HB Li DM Tian DJ Xiong ZN Gao 2007 Synthesis of calix[4]crown-4 oligomers containing hard and soft ion binding sites J. Appl. Polym. Sci. 104 3201 3204 10.1002/app.26115 1:CAS:528:DC%2BD2sXksFSrurg%3D (Pubitemid 46707316)
4. YK Chen YY Chen 2000 Synthesis of doubly bridged p-tert-butyl-calix [6] arene containing hard and soft ion binding sites Tetrahedron Lett. 41 9079 9082 10.1016/S0040-4039(00)01646-4 1:CAS:528:DC%2BD3cXotlKhtbg%3D
5. B Pulpoka M Jamkratoke T Tuntulani V Ruangpornvisuti 2000 Synthesis of 1, 3-alternate calix[4]-cyclen-benzo-crown-6 as a hard-soft receptor Tetrahedron Lett. 41 9167 9171 10.1016/S0040-4039(00)01641-5 1:CAS:528:DC%2BD3cXotlKgs78%3D
6. W Aeungmaitrepirom Z Asfari J Vicens 1997 Synthesis of two calix[4]arenes in 1, 3-alternate conformation containing hard and soft ion binding sites Tetrahedron Lett. 38 1907 1910 10.1016/S0040-4039(97)00240-2 1:CAS:528:DyaK2sXhvFSrtbc%3D (Pubitemid 27117851)
7. B Pulpoka Z Asfari J Vicens 1997 Synthesis of a calix[4]arene containing hard and soft metal ion binding sites J. Incl. Phenom. Macrocycl. Chem. 27 21 30 10.1023/A:1007962601884 1:CAS:528:DyaK2sXivV2gtr8%3D (Pubitemid 127053776)
8. + complexation Tetrahedron Lett. 43 2857 2861 10.1016/S0040-4039(02)00343-X 1:CAS:528:DC%2BD38XisFGktro%3D (Pubitemid 34261098)
9. J Zhan D Tian H Li 2009 Synthesis of calix[4]crowns containing soft and hard ion binding sites via click chemistry New J. Chem. 33 725 728 10.1039/b816467c 1:CAS:528:DC%2BD1MXktF2msrw%3D
10. K Koh T Imada T Nagasaki S Shinkai 1994 Molecular design of hard-soft ditopic metal-binding sites on a calix[4]arene platform Tetrahedron Lett. 35 4157 4160 10.1016/S0040-4039(00)73138-8 (Pubitemid 24194982)
11. FF Yang YQ Ji LL Zheng HY Guo JR Lin 2006 Design, syntheses and complexation properties of novel bis-calix[4]arene and tri-calix[4]arene containing two kinds of calix[4]arene derivative units Supramol. Chem. 18 177 181 10.1080/10610270500398706 1:CAS:528:DC%2BD28XmtV2mtL4%3D (Pubitemid 44174406)
12. FF Yang X Zhao HY Guo JR Lin CH Liu 2008 Syntheses and extraction properties of novel biscalixarene and thiacalix[4]arene polyaza derivatives J. Incl. Phenom. Macrocycl. Chem. 61 139 145 10.1007/s10847-007-9406-0 1:CAS:528:DC%2BD1cXlslOqsrc%3D
13. + selective receptors: Syntheses and Complexation Properties of Novel Biscalix[4]arene with Benzalazine groups Supramol Chem 21 691 698 10.1080/10610270802709394 1:CAS:528:DC%2BD1MXhsF2hu7fK
14. FF Yang XQ Cai HY Guo XL Chen 2005 Syntheses and complexation properties of novel calix[4]arene derivatives containing mutiple azo-groups Chem. Res. Chin. Univ. 21 630 633 1:CAS:528:DC%2BD2MXhtFGmurvK
15. 2+ binding Tetrahedron Lett. 47 7051 7055 10.1016/j.tetlet.2006.07.088 1:CAS:528:DC%2BD28XoslChsrY%3D (Pubitemid 44425257)
16. T Pierro C Gaeta F Troisi P Neri 2009 Induced-fit recognition by p-carboxylatocalix[4]arene hosts Tetrahedron Lett. 50 350 353 10.1016/j.tetlet.2008.11.016 1:CAS:528:DC%2BD1cXhsFWisLjJ
17. HM Chawla SP Singh 2008 Calix[4]arene based neutral receptor for dihydrogen phosphate anion Tetrahedron 64 741 748 10.1016/j.tet.2007.11.010 1:CAS:528:DC%2BD2sXhsVentL7K (Pubitemid 350235536)
18. HM Chawla N Pant B Srivastava S Upreti 2006 Convenient direct synthesis of bisformylated calix[4]arenes via ipso substitution Organic Lett 8 11 2237 2240 10.1021/ol0605124 1:CAS:528:DC%2BD28XjslKnsLs%3D (Pubitemid 43998226)
19. F Arnaud-Neu EM Collins M Deasy G Ferguson SJ Harris B Kaitner E Marques MJ Schwing-Weill EM Seward 1989 Synthesis, X-ray crystal structures, and cationbinding properties of alkyl calixaryl esters and ketones, a new family of macrocyclic molecular receptors J. Am. Chem. Soc. 111 8681 8692 10.1021/ja00205a018 1:CAS:528:DyaL1MXmtlWmtbg%3D (Pubitemid 20021812)
20. Zhong, Z. L. Syntheses and complexation properties of calix[4]crowns, Ph.D thesis, Wuhan University, Wuhan, China, 1996
21. S Podyachev N Burmakina V Syakaev S Sudakova R Shagidullin A Konovalov 2009 Synthesis, IR and NMR characterization and ion extraction properties of tetranonylcalix[4]resorcinol bearing acetylhydrazone groups Tetrahedron 65 408 417 10.1016/j.tet.2008.10.008 1:CAS:528:DC%2BD1cXhsVKhsLbO
22. S Podyachev S Sudakova V Syakaev A Galiev R Shagidullin A Konovalov 2008 The Preorganization effect of the calix[4]arene platform on the extraction properties of acetylhydrazide groups with transition metal ions Supramol. Chem. 20 479 486 10.1080/10610270701377087 1:CAS:528:DC%2BD1cXnvFyhs7w%3D