Highly selective complexation of metal ions by the self-tuning tetraazacalixpyridine macrocycles

Tetrahedron

Volumn 65, Issue 1, 2009, Pages 87-92

  Gong, Han Yuan ^a   Wang, De Xian ^a   Zheng, Qi Yu ^a   Wang, Mei Xiang ^a  

^a PEKING UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALI; ALKALINE EARTH METAL; HEAVY METAL; MACROCYCLIC COMPOUND; METAL ION; NITROGEN; PYRIDINE; TETRAAZACALIXPYRIDINE; TETRAMETHYLAZACALIX[2]PYRIDINE; TETRAMETHYLAZACALIX[4]PYRIDINE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL INTERACTION; CHEMICAL STRUCTURE; COMPLEX FORMATION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; ULTRAVIOLET SPECTROSCOPY; X RAY CRYSTALLOGRAPHY;

EID: 56949108245     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2008.10.100     Document Type: Article

References (31)

1. In: Atwood J.L. (Ed). Comprehensive Supramolecular Chemistry Vols. 1-10 (1996), Pergamon, New York, NY
2. Vogtle F., and Weber E. Host Guest Complex Chemistry: Macrocycles, Synthesis, Structures, Applications (1985), Springer, Berlin
3. Dietrich B., Viout P., and Lehn J.M. Macrocyclic Chemistry: Aspects of Organic and Inorganic Supramolecular Chemistry (1993), VCH, Weinheim
4. Sauvage J.P. Transition Metals in Supramolecular Chemistry (1999), Wiley, Chichester, UK; New York, NY
5. Gutsche C.D. Calixarenes (1989), The Royal Society of Chemistry, Cambridge
6. Gutsche C.D. Calixarenes Revisited (1998), The Royal Society of Chemistry, Cambridge
7. In: Mandolini L., and Ungaro R. (Eds). Calixarenes in Action (2000), Imperial College Press, London
8. Lumetta G.J., Rogers R.D., and Gopalan A.S. Calixarenes for Separation (2000), ACS, Washington, DC
9. In: Asfari Z., Böhmer V., Harrowfield J., Vicens J., and Saadioui M. (Eds). Calixarenes 2001 (2001), Kluwer Academic Publishers, The Netherlands
10. Chapter 6 in Refs. 3a,b
11. Casnati A., and Ungaro R. Calixrenes in Spherical Metal Ion Recognition. In: Mandolini L., and Ungaro R. (Eds). Calixarenes in Action (2000), Imperial College Press, London 62-84
12. Lumetta G.J., Rogers R.D., and Gopalan A.S. Calixarene-Cation Complexation. Calixarenes for Separation (2000), ACS, Washington, DC 12-237
13. Chapters 17, 18, 19, 21 and 22 in Ref. 3e.
14. For a useful overview of heteroatom-bridged calixarenes, see:. König B., and Fonseca M.H. Eur. J. Inorg. Chem. (2000) 2303
15. For a very recent review on thiacalixarenes, see:. Morohashi N., Narumi F., Iki N., Hattori T., and Miyano S. Chem. Rev. 106 (2006) 5291 For overviews on the recent development of heteroatom bridged calixaromatics, see:
16. Wang M.-X., and Yang H.-B. J. Am. Chem. Soc. 126 (2004) 15412
17. Hou B.-Y., Zheng Q.-Y., Wang D.-X., and Wang M.-X. Tetrahedron 63 (2007) 10801 and reference cited therein
18. Gong H.-Y., Zhang X.-H., Wang D.-X., Ma H.-W., Zheng Q.-Y., and Wang M.-X. Chem.-Eur. J. 12 (2006) 9262
19. Yang H.-B., Wang D.-X., Wang Q.-Q., and Wang M.-X. J. Org. Chem. 72 (2007) 3757
20. Gong H.-Y., Wang D.-X., Xiang J.-F., Zheng Q.-Y., and Wang M.-X. Chem.-Eur. J. 13 (2007) 7791
21. Hou B.-Y., Wang D.-X., Zheng Q.-Y., and Wang M.-X. J. Org. Chem. 72 (2007) 5218
22. Wang M.-X., Zhang X.-H., and Zheng Q.-Y. Angew. Chem., Int. Ed. 43 (2004) 838
23. The preliminary result has appeared as a communication, see:. Gong H.-Y., Zheng Q.-Y., Zhang X.-H., Wang D.-X., and Wang M.-X. Org. Lett. 8 (2006) 4895
24. L1 was obtained in 1.5% yield from the Pd-catalyzed reaction between 2,6-dibromopyridine and 2,6-di(methylamino)pyridine under dilute conditions. Miyazaki Y., Kanbara T., and Yamamoto T. Tetrahedron Lett. 43 (2002) 7945
25. Gans P., Sabatini A., and Vacca A. Talanta 43 (1996) 1739
26. Hyperquad2003 software, Protonic Software, http://www.hyperquad.co.uk.
27. Shanan-Atidi H., and Bar-Eli K.H. J. Phys. Chem. 74 (1970) 961
28. Sandström J. Dynamic NMR Spectroscopy (1982), Academic, London
29. Friebolin H. Basic One- and Two-dimensional NMR Spectroscopy (2005), Wiley-VCH, Weinheim
30. Ōki M. Applications of Dynamic NMR Spectroscopy to Organic Chemistry (1985), VCH, Weinheim
31. Irving H., and Williams R.J.P. Nature (London) 162 (1948) 746