One-pot synthesis of oxacalixarene derivatives with tunable cavity size using miscellaneous linkers

Synlett

Volumn , Issue 1, 2011, Pages 52-56

  Zhu, Yanping ^a   Yuan, Jingjing ^a   Li, Yitao ^a   Gao, Meng ^a   Cao, Liping ^a   Ding, Jiaoyang ^a   Wu, Anxin ^a  

^a CENTRAL CHINA NORMAL UNIVERSITY   (China)

Author keywords

diphenols; linkers; nucleophilic aromatic substitution; one pot; oxacalixarene

Indexed keywords

CALIXARENE; CHLOROFORM;

ARTICLE; CONFORMATION; CRYSTAL STRUCTURE; MOLECULAR SIZE; ONE POT SYNTHESIS;

EID: 78650517979     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0030-1259102     Document Type: Article

References (60)

1. Gutsche C D., Dhawan B, No K H., Muthukrishnan R, J. Am. Chem. Soc. 1981 103 3782
2. Gutsche C D., Calixarenes RSC Cambridge 1989
3. Gutsche C D., Calixarenes Revisited RSC Cambridge 1998
4. Calixarenes in Action Mandolini L Ungaro R Imperial College Press London 2000
5. Calixarenes 2001 Asfari Z Böhmer V Harrowfield J Vicens J Saadioui M Kluwer Academic Publishers Dordrecht 2001
6. Lumetta G J., Rogers R D., Gopalan A S., Calixarenes for Separation American Chemical Society Washington DC 2000
7. Tsukano C, Siegel D R., Danishefsky S J., Angew. Chem. Int. Ed. 2007 46 8840
8. Supramolecular Chemistry of Anions Bianchi A Bowman-James K García-España E Wiley-VCH New York 1997
9. Schmidtchen F P., Berger M, Chem. Rev. 1997 97 1609
10. Mohammad R G., Parviz N, Morteza R, Farnoush F, Mohammad R P., Sensor 2006 6 1018
11. Quiocho F A., Kidney Int. 1996 49 943
12. Bell T W., Hext N M., Chem. Soc. Rev. 2004 33 589
13. König B, Fonseca M H., Eur. J. Inorg. Chem. 2000 2303
14. Wang M.-X, Chem. Commun. 2008 4541
15. Maes W, Dehaen W, Chem. Soc. Rev. 2008 37 2393
16. Some recent examples:, Graubaum H, Lutze G, Costisella B, J. Prakt. Chem./Chem.-Ztg. 1997 339 266
17. Graubaum H, Lutze G, Costisella B, Linden B, J. Prakt. Chem./Chem.-Ztg. 1997 339 672
18. Ito A, Ono Y, Tanaka K, Angew. Chem. Int. Ed. 2000 112 1114
19. Ito A, Ono Y, Tanaka K, Angew. Chem. Int. Ed. 2000 39 1072
20. Fukushima W, Kanbara T, Yamamoto T, Synlett 2005 2931
21. Suzuki Y, Yanagi T, Kanbara T, Yamamoto T, Synlett 2005 263
22. Wang M.-X, Zhang X.-H, Zheng Q.-Y, Angew. Chem. Int. Ed. 2004 43 838
23. Yao B, Wang D.-X, Gong H.-Y, Huang Z.-T, Wang M.-X, J. Org. Chem. 2009 74 5361
24. Yao B, Wang D.-X, Huang Z.-T, Wang M.-X, Chem. Commun. 2009 2899
25. Zhang E.-X, Wang D.-X, Huang Z.-T, Wang M.-X, J. Org. Chem. 2009 74 8595
26. Wang L.-X, Wang D.-X, Huang Z.-T, Wang M.-X, J. Org. Chem. 2010 75 741
27. Touil M, Lachkar M, Siri O, Tetrahedron Lett. 2008 49 7250
28. Haddoub R, Touil M, Raimundo J, M, Siri O, Org. Lett. 2010 12 2722
29. Konishi H, Hashimoto S, Sakakibara T, Matsubara S, Yasukawa Y, Morikawa O, Kobayashi K, Tetrahedron Lett. 2009 50 620
30. Yasukawa Y, Kobayashi K, Konishi H, Tetrahedron Lett. 2009 50 5130
31. Xue M, Chen C.-F, Org. Lett. 2009 1 5294
32. Katz J L., Tschaen B, A. Org. Lett. 2010 12 4300; and other references cited therein
33. Some recent examples:, Chambers R D., Khalil A, Richmond P, Sandford G, Yufit D S., Howard J A. K., J. Fluorine Chem. 2004 125 715
34. Chambers R D., Khalil A, Murray C B., Sandford G, Batsanov A, Howard J A. K., J. Fluorine Chem. 2005 126 1002
35. Li X H., Upton T G., Gibb C L. D., Gibb B C., J. Am. Chem. Soc. 2003 125 650
36. Wang M.-X, Yang H.-B, J. Am. Chem. Soc. 2004 126 15412
37. Chen Y, Wang D.-X, Huang Z.-T, Wang M.-X, J. Org. Chem. 2010 75 3786
38. Katz J L., Geller B J., Foster P D., Chem. Commun. 2007 1026
39. Wackerly J W., Meyer J M., Crannell W C., King S B., Katz J L., Macrocycles 2009 42 8181
40. Van Rossom W, Maes W, Kishore L, Ovaere M, Van Meervel L, Dehaen W, Org. Lett. 2008 10 585
41. Van Rossom W, Ovaere M, Van Meervel L, Dehaen W, Maes W, Org. Lett. 2009 11 1861
42. Van Rossom W, Kishore L, Robeyns K, Van Meervel L, Dehaen W, Maes W, Eur. J. Org. Chem. 2010 4122
43. Ma M.-L, Li X.-Y, Wen K, J. Am. Chem. Soc. 2009 131 8338
44. Hu S.-Z, Chen C.-F, Chem. Commun. 2010 46 4199; and other references cited therein
45. Montaudo G, Bottino F, Trivellone E, J. Org. Chem. 1972 37 504
46. Kumagai H, Hasegawa M, Miyanari S, Sugawa Y, Sato Y, Hori T, Ueda S, Kamiyama H, Miyano S, Tetrahedron Lett. 1997 38 3971
47. Freund T, Kubel C, Baumgarten M, Enkelmann V, Gherghel L, Reuter R, Müllen K, Eur. J. Org. Chem. 1998 555
48. Iki H, Kabuto C, Fukushima T, Kumagai H, Takeya H, Miyanari S, Miyashi T, Miyano S, Tetrahedron 2000 56 1437
49. Lhotak P, Eur. J. Org. Chem. 2004 1675
50. Stoikov I I., Yushkov E A., Zharoc I, Antipin I, Konovalov A I., Tetrahedron Lett. 2009 65 7109
51. Kauffmann T, Kniese H H., Tetrahedron Lett. 1973 41 4043
52. König B, Rödel M, Bubenitschek P, Jones P G., Angew. Chem., Int. Ed. Engl. 1995 34 661; Angew. Chem. 1995, 107, 752
53. König B, Rödel M, Bubenitschek P, Jones P G., Thondorf I, J. Org. Chem. 1995 60 7406
54. Yoshida M, Goto M, Nakanishi F, Organometallics 1999 18 1465
55. Masci B, Finelli M, Varrone M, Chem. Eur. J. 1998 4 2018
56. Darbost U, Sénèque O, Li Y, Bertho G, Marrot J, Rager M.-N, Reinaud O, Jabin I, Chem. Eur. J. 2007 13 2078
57. Zhang C, Chen C.-F, J. Org. Chem. 2007 72 3880
58. Ma M.-L, Wang H.-X, Li X.-Y, Liu L.-Q, Jin H.-S, Wen K, Tetrahedron 2009 65 300
59. Li M, Ma M.-L, Li X.-Y, Wen K, Tetrahedron 2009 65 4639
60. -3. Crystal structure data for macrocycle 6a: CCDC 778338.