141
Views
11
CrossRef citations to date
0
Altmetric
Original Articles

Calix[6]arenes incorporating functionalised substituents at the methylene bridges

, &
Pages 704-709 | Received 06 May 2010, Accepted 27 May 2010, Published online: 05 Aug 2010

References

  • For recent reviews on calixarenes see: (a) . Calixarenes in Action , Edited by: Mandolini , L. and Ungaro , R. London : Imperial College Press . 2000. (b) Böhmer, V. In The Chemistry of Phenols; Rappoport, Z., Ed.; Wiley: Chichester, 2003; Chapter 19. (c) Gutsche, C.D. Calixarenes: An Introduction; Royal Society of Chemistry: Cambridge, 2008
  • Troisi , F. , Mogavero , L. , Gaeta , C. , Gavuzzo , E. , Neri , P. and For recent examples see: (a) . 2007 . Org. Lett. , 9 : 915 – 918 . (b) Troisi, F.; Citro, L.; Gaeta, C.; Gavuzzo, E.; Neri, P. Org. Lett. 2008, 10, 1393–1396
  • Tabatabai , M. , Vogt , W. , Böhmer , V. and (a) . 1990 . Tetrahedron Lett. , 31 : 3295 – 3298 . (b) Sartori, G.; Maggi, R.; Bigi, F.; Arduini, A.; Pastorio, A.; Porta, C. J. Chem. Soc., Perkin Trans. 1 1994, 1657–1658. (c) Biali, S.E.; Böhmer, V.; Cohen, S.; Ferguson, G.; Grüttner, C.; Grynszpan, F.; Paulus, E.F.; Thondorf, I.; Vogt, W. J. Am. Chem. Soc. 1996, 118, 12938–12949. (d) Bergamaschi, M.; Bigi, F.; Lanfranchi, M.; Maggi, R.; Pastorio, A.; Pellinghelli, M.A.; Peri, F.; Porta, C.; Sartori, G. Tetrahedron 1997, 53, 13037–13052. (e) For a review on the synthesis of calixarenes via the stepwise and fragment condensation methods see: Böhmer, V. Liebigs Ann./Recueil 1997, 2019–2030. (f) Gopalsamuthiram, V.; Predeus, A.V.; Huang, R.H.; Wulff, W.D. J. Am. Chem. Soc. 2009, 131, 18018–18019
  • Biali , S.E. , Böhmer , V. , Columbus , I. , Ferguson , G. , Grüttner , C. , Grynszpan , F. , Paulus , E.F. , Thondorf , I. and See for example: . 1998 . J. Chem. Soc. Perkin Trans. , 2 : 2261 – 2270 .
  • Middel , O. , Greff , Z. , Taylor , N.J. , Verboom , W. , Reinhoudt , D.N. and Snieckus , V. 2000 . J. Org. Chem. , 65 : 667 – 675 .
  • Scully , P.A. , Hamilton , T.M. , Bennett , J.L. and (a) . 2001 . Org. Lett. , 3 : 2741 – 2744 . (b) Hertel, M.P.; Behrle, A.C.; Williams, S.A.; Schmidt, J.A.R.; Fantini, J.L. Tetrahedron 2009, 65, 8657–8667. J.L. Fantini previously published as J.L. Bennett. (c) For a recent study of the conformation behavior of a calix[4]arene with a single methylene group substituted by a carboxyl functionality see: Gruber, T.; Gruner, M.; Fischer, C.; Seichter, W.; Bombicz, P.; Weber, E. New J. Chem. 2010, 34, 250–259. (d) For agostic and methylene hydride complexes of calix[4]arene see: Buccella, D.; Parkin, G. J. Am. Chem. Soc. 2006, 128, 16358–16364
  • Agbaria , K. and Biali , S.E. 2001 . J. Am. Chem. Soc. , 123 : 12495 – 12503 .
  • Kuno , L. , Seri , N. and Biali , S.E. 2007 . Org. Lett. , 9 : 1577 – 1580 . Kuno, L.; Biali, S.E. Org. Lett. 2009, 11, 3662–3665
  • Görmar , G. , Seiffarth , K. , Schultz , M. , Zimmerman , J. , Flämig , G. and For the preparation and reactions of ketocalixarenes see: (a) . 1990 . Macromol. Chem. , 191 : 81 (b) Matsuda, K.; Nakamura, N.; Takahashi, K.; Inoue, K.; Koga, N.; Iwamura, H. J. Am. Chem. Soc. 1995, 117, 5550–5560. (c) Seri, N.; Simaan, S.; Botoshansky, M.; Kaftory, M.; Biali, S.E. J. Org. Chem. 2003, 68, 7140–7142. (d) Kogan, K.; Biali, S.E. Org. Lett. 2007, 9, 2393–2396
  • Klenke , B. , Näther , C. , Friedrichsen , W. and (a) . 1998 . Tetrahedron Lett. , 39 : 8967 – 8968 . (b) Kumar, S.K.; Chawla, H.M.; Varadarajan, R. Tetrahedron Lett. 2002, 43, 7073–7076
  • Columbus , I. , Biali , S.E. and (a) . 2007 . Org. Lett. , 9 : 2927 – 2929 . (b) Columbus, I.; Biali, S.E. J. Org. Chem. 2008, 73, 2598–2606. (c) Kogan, K.; Columbus, I.; Biali, S.E. J. Org. Chem. 2008, 73, 7327–7335. (d) Kogan, K.; Biali, S.E. J. Org. Chem. 2009, 74, 7172–7175
  • Kolb , H.C. , Finn , M.G. and Sharpless , K.B. 2001 . Angew. Chem. Int. Ed. , 40 : 2004 – 2021 .
  • Simaan , S. , Agbaria , K. , Biali , S.E. and For modifications of the calix skeleton based on click chemistry see for example: (a) . 2002 . J. Org. Chem. , 67 : 6136 – 6142 . (b) Ryu, E.-H.; Zhao, Y. Org. Lett. 2005, 7, 1035–1037. (c) Morales-Sanfrutos, J.; Ortega-Munoz, M.; Lopez-Jaramillo, J.; Hernandez-Mateo, F.; Santoyo-Gonzalez, F. J. Org. Chem. 2008, 73, 7768–7771. (d) Park, S.Y.; Yoon, J.H.; Hong, C.S.; Souane, R.; Kim, J.S.; Matthews, S.E.; Vicens, J. J. Org. Chem. 2008, 73, 8212–8218. (e) Bew, S.P.; Brimage, R.A.; L'Hermite, N.; Sharma, S.V. Org. Lett. 2007, 9, 3713–3716. (f) Vecchi, A.; Melai, B.; Marra, A.; Chiappe, C.; Dondoni, A. J. Org. Chem. 2008, 73, 6437–6440. (g) Tzadka, E.; Goldberg, I.; Vigalok, A. Chem. Commun. 2009, 2041–2043. (h) Fiore, M.; Chambery, A.; Marra, A.; Dondoni, A. Org. Biomol. Chem. 2009, 7, 3910–3917
  • Itzhak , N. and Biali , S.E. 2010 . J. Org. Chem. , 75 : 3437 – 3442 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.