Skip to main content

Gels of Low Molecular-Mass Organic Gelators as Templates for Transcription

  • Chapter
Molecular Gels

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 169.00
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 219.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 219.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Wulff, G. Angew. Chem. Int. Ed. Engl., 1995, 34, 1812–1832.

    Article  Google Scholar 

  2. Haupt, K.; Mosbach, K. Chem. Rev., 2000, 100, 2495–2504.

    Article  Google Scholar 

  3. Chapman, R.G.; Sherman, J.C. Tetrahedron, 1997, 53, 15911–15945.

    Article  Google Scholar 

  4. Winter, G.; Milstein, C. Nature, 1991, 349, 293–299.

    Article  ADS  Google Scholar 

  5. Friggeri, A.; Kobayashi, H.; Shinkai, S.; Reinhoudt, D.N. Angew. Chem. Int. Ed., 2001, 40, 4729–4731; and references therein.

    Article  Google Scholar 

  6. Van Bommel, K.J.C.; Friggeri, A.; Shinkai, S. Angew. Chem. Int. Ed., 2003, 42, 980–999.

    Article  Google Scholar 

  7. Kim, S.S.; Zhang, W.; Pinnavaia, T.J. Science, 1998, 282, 1302–1305.

    Article  ADS  Google Scholar 

  8. Hubert, D.H.W.; Jung, M.; Frederik, P.M.; Bomans, P.H.H.; Meuldijk, J.; German, A.L. Adv. Mater., 2000, 12, 1286–1290.

    Article  Google Scholar 

  9. Nakamura, H.; Matsui, Y. J. Am. Chem. Soc., 1995, 117, 2651–2652.

    Article  Google Scholar 

  10. Miyaji, F.; Davis, S.A.; Charmant, J.P.H.; Mann, S. Chem. Mater., 1999, 11, 3021–3024.

    Article  Google Scholar 

  11. Caruso, F. Chem. Eur. J., 2000, 6, 413–419.

    Article  Google Scholar 

  12. Shenton, W.; Douglas, T.; Young, M.; Stubbs, G.; Mann, S. Adv. Mater., 1999, 11, 253–256.

    Article  Google Scholar 

  13. Kawahashi, N.; Matijević, E. J. Colloid Interface Sci., 1991, 143, 103–110.

    Article  Google Scholar 

  14. Gallis, K.W.; Landry, C.C. Adv. Mater., 2001, 13, 23–26.

    Article  Google Scholar 

  15. Lu, Y.; Yin, Y.; Xia, Y. Adv. Mater., 2001, 13, 271–274.

    Article  ADS  Google Scholar 

  16. For recent reviews see: a) Raman, N.K.; Anderson, M.T.; Brinker, C.J. Chem. Mater., 1996, 8, 1682–1701; b) Mann, S.; Burkett, S.L.; Davis, S.A.; Fowler, C.E.; Mendelson, N.H.; Sims, S.D.; Walsh, D.; Whilton, N.T. Chem. Mater., 1997, 9, 2300–2310; c) Estroff, L.A.; Hamilton, A.D. Chem. Mater., 2001, 13, 3227–3235; d) Davis, S.A.; Breulmann, M.; Rhodes, K.H.; Zhang, B.; Mann, S. Chem. Mater., 2001, 13, 3218–3226; e) Caruso, R.A.; Antonietti, M. Chem. Mater., 2001, 13, 3272–3282.

    Article  Google Scholar 

  17. Brinker, C.J.; Scherer, G.W. Sol-Gel Science, San Diego: Academic Press, 1990.

    Google Scholar 

  18. Murata, K.; Aoki, M.; Suzuki, T.; Harada, T.; Kawabata, H.; Komori, T.; Ohseto, F.; Ueda, K.; Shinkai, S. J. Am. Chem. Soc., 1994, 116, 6664–6676.

    Article  Google Scholar 

  19. Murata, K. Ph.D. Thesis, Graduate School of engineering, Kyushu University, 1997.

    Google Scholar 

  20. Stein, A.; Melde, B.J.; Schroden, R. Adv. Mater., 2000, 17, 1403–1419, and references therein.

    Article  Google Scholar 

  21. Ono, Y.; Nakashima, K.; Sano, M.; Kanekiyo, Y.; Inoue, K.; Hojo, J.; Shinkai, S. Chem. Commun., 1998, 1477–1478.

    Google Scholar 

  22. Scherer, G.W. Sol-Gel Science, San Diego: Academic Press, 1990 Reference 17, Chapter 6.

    Google Scholar 

  23. Ono, Y.; Nakashima, K.; Sano, M.; Hojo, J.; Shinkai, S. Chem. Lett., 1999, 1119–1120.

    Google Scholar 

  24. Ono, Y.; Nakashima, K.; Sano, M.; Hojo, J.; Shinkai, S. J. Mater. Chem., 2001, 11, 2412–2419.

    Article  Google Scholar 

  25. Jung, J.H.; Ono, Y.; Hanabusa, K.; Shinkai, S. J. Am. Chem. Soc., 2000, 122, 5008–5009.

    Article  Google Scholar 

  26. Jung, J.H.; Ono, Y.; Shinkai, S. Chem. Eur. J., 2000, 6, 4552–4557.

    Article  Google Scholar 

  27. For comparison reasons, the R-values have been adapted from ref 25 to represent molar ratios rather than weight ratios.

    Google Scholar 

  28. Kobayashi, S.; Hanabusa, K.; Hamasaki, N.; Kimura, M.; Shirai, H.; Shinkai, S. Chem. Mater., 2000, 12, 1523–1525.

    Article  Google Scholar 

  29. Kobayashi, S.; Hamasaki, N.; Suzuki, M.; Kimura, M.; Shirai, H.; Hanabusa, K. J. Am. Chem. Soc., 2002, 124, 6550–6551.

    Article  Google Scholar 

  30. Ono, Y.; Kanekiyo, Y.; Inoue, K.; Hojo, J.; Shinkai, S. Chem. Lett., 1999, 23–24.

    Google Scholar 

  31. Jung, J.H.; Ono, Y.; Shinkai, S. J. Chem. Soc., Perkin Trans. 2, 1999, 1289–1291.

    Google Scholar 

  32. Jung, J.H.; Ono, Y.; Shinkai, S. Angew. Chem. Int. Ed., 2000, 39, 1862–1865.

    Article  Google Scholar 

  33. Jung, J.H.; Ono, Y.; Shinkai, S. Langmuir, 2000, 16, 1643–1649.

    Article  Google Scholar 

  34. Jung, J.H.; Ono, Y.; Sakurai, K.; Sano, M.; Shinkai, S. J. Am. Chem. Soc., 2000, 122, 8648–8653.

    Article  Google Scholar 

  35. Sakamoto, H.; Kimura, K.; Matsuo, M.; Shono, T. J. Org. Chem., 1986, 51, 4974–4979.

    Article  Google Scholar 

  36. Shukla, J.P.; Jeon, E.G.; Knudsen, B.E.; Pugia, M.J.; Bradshaw, J.S.; Bartsch, R.A. Thermochim. Acta, 1988, 130, 103–113.

    Article  Google Scholar 

  37. Spiess, B.; Arnaud-Neu, F.; Schwing-Weill, M.J. Helv. Chim. Acta, 1979, 62, 1531–1542.

    Article  Google Scholar 

  38. Jung, J.H.; Nakashima, K.; Shinkai, S. Nano Lett., 2001, 1, 145–148.

    Article  ADS  Google Scholar 

  39. Kim, S.S.; Zhang, W.; Pinnavaia, T.J. Science, 1998, 282, 1302–1305.

    Article  ADS  Google Scholar 

  40. Jung, J.H.; Ono, Y.; Shinkai, S. Chem. Lett., 2000, 636–637.

    Google Scholar 

  41. Jung, J.H.; Shinkai, S. J. Chem. Soc., Perkin Trans. 2, 2000, 2393–2398.

    Google Scholar 

  42. Jung, J.H.; Kobayashi, H.; Masuda, M.; Shimizu, T.; Shinkai, S. J. Am. Chem. Soc., 2001, 123, 8785–8789.

    Article  Google Scholar 

  43. Jung, J.H.; Kobayashi, H.; van Bommel, K.J.C.; Shinkai, S.; Shimizu, T. Chem. Mater., 2002, 14, 1445–1447.

    Article  Google Scholar 

  44. Jung, J.H.; Amaike, M.; Shinkai, S. Chem. Commun., 2000, 2343–2344.

    Google Scholar 

  45. Jung, J.H.; Amaike, M.; Nakashima, K.; Shinkai, S. J. Chem. Soc., Perkin Trans. 2, 2001, 1938–1943.

    Google Scholar 

  46. Jung, J.H.; Amaike, M.; Shinkai, S. Trans. Mater. Res. Soc. Jap., 2001, 26, 527–530.

    Google Scholar 

  47. Gronwald, O.; Shinkai, S. Chem. Eur. J., 2001, 7, 4329–4334.

    Article  Google Scholar 

  48. Gronwald, O.; Shinkai, S. J. Chem. Soc., Perkin Trans. 2, 2001, 1933–1937.

    Google Scholar 

  49. The pKa for benzylamine is 9.34, whereas the pKa of the gelators should be similar to that of p-anisidine, 5.3. Handbook of Chemistry and Physics, 49th edition, R.C. Weast, Ed., Cleveland, Ohio: The Chemical Rubber Co., pp. 1968–1969.

    Google Scholar 

  50. Jung, J.H.; Shinkai, S.; Shimizu, T. Nano Lett., 2002, 2, 17–20.

    Article  ADS  Google Scholar 

  51. Jung, J.H.; John, G.; Masuda, M.; Yoshida, K.; Shinkai, S.; Shimizu, T. Langmuir, 2001, 17, 7229–7232.

    Article  Google Scholar 

  52. Jung, J.H.; Yoshida, K.; Shimizu, T. Langmuir, 2002, 18, 8724–8727. Similar double helical silica fibrils have been created by sol-gel transcription of chiral aggregates of gemini surfactants: Sugiyasu, K.; Tamaru, S.; Takeuchi, M.; Berthier, D.; Huc, I.; Oda, R.; Shinkai, S. Chem. Commun., 2002, 1212–1213.

    Article  Google Scholar 

  53. Friggeri, A.; Gronwald, O.; van Bommel, K.J.C.; Shinkai, S.; Reinhoudt, D.N. Chem. Commun., 2001, 2434–2435.

    Google Scholar 

  54. Van Bommel, K.J.C.; Shinkai, S. Langmuir, 2002, 18, 4544–4548.

    Article  Google Scholar 

  55. Moreau, J.J.E.; Vellutini, L.; Man, M.W.C.; Bied, C. J. Am. Chem. Soc., 2001, 123, 1509–1510.

    Article  Google Scholar 

  56. Moreau, J.J.E.; Vellutini, L.; Man, M.W.C.; Bied, C. Chem. Eur. J., 2003, 9, 1594–1599.

    Article  Google Scholar 

  57. Moreau, J.J.E.; Vellutini, L.; Man, M.W.C.; Bied, C.; Bantignies, J.L.; Dieudonne, P.; Sauvajol, J.L. J. Am. Chem. Soc., 2001, 123, 7957–7958.

    Article  Google Scholar 

  58. Hartgerink, J.D.; Beniash, E.; Stupp, S.I. Science, 2001, 294, 1684–1688.

    Article  ADS  Google Scholar 

  59. Zubarev, E.R.; Pralle, M.U.; Sone, E.D.; Stupp, S.I. J. Am. Chem. Soc., 2001, 123, 4105–4106.

    Article  Google Scholar 

  60. Sone, E.D.; Zubarev, E.R.; Stupp, S.I. Angew. Chem. Int. Ed., 2002, 41, 1705–1709.

    Article  Google Scholar 

  61. Shieh, H.-S.; Hoard, L.G.; Nordman, C.E. Acta Cryst. B, 1981, 37, 1538–1543.

    Article  Google Scholar 

  62. Sakurai, K.; Ono, Y.; Jung, J.H.; Okamoto, S.; Sakurai, S.; Shinkai, S. J. Chem. Soc., Perkin Trans. 2, 2001, 108–112.

    Google Scholar 

  63. Gronwald, O.; Shinkai, S. Chem.Eur. J., 2001, 7, 4328–4334; and references therein.

    Article  Google Scholar 

  64. Hanabusa, K.; Yamada, M.; Kimura, M.; Shirai, H. Angew. Chem. Int. Ed. Engl., 1996, 35, 1949–1951.

    Article  Google Scholar 

  65. a) Yoza, K.; Ono, Y.; Yoshihara, K.; Akao, T.; Shinmori, H.; Takeuchi, M.; Shinkai, S.; Reinhoudt, D.N. Chem. Commun., 1998, 907–908; b) Amanokura, N.; Yoza, K.; Shinmori, H.; Shinkai, S.; Reinhoudt, D.N. J. Chem. Soc., Perkin Trans. 2, 1998, 2585–2591; c) Yoza, K.; Amanokura, N.; Ono, Y.; Akao, T.; Shinmori, H.; Takeuchi, M.; Shinkai, S.; Reinhoudt, D.N. Chem. Eur. J., 1999, 5, 2722–2729; d) Amanokura, N.; Kanekiyo, Y.; Shinkai, S.; Reinhoudt, D.N. J. Chem. Soc., Perkin Trans. 2, 1999, 1995–2000; e) Amaike, M.; Kobayashi, H.; Shinkai, S. Chem. Lett., 2001, 620–621; f) Kobayashi, H.; Friggeri, A.; Koumoto, K.; Amaike, M.; Shinkai, S.; Reinhoudt, D.N. Org. Lett., 2002, 4, 1423–1426.

    Google Scholar 

  66. a) Tamaru, S.-i.; Takeuchi, M.; Sano, M.; Shinkai, S. Angew. Chem. Int. Ed., 2002, 41, 853–856; b) Kawano, S.-i.; Tamaru, S.-i.; Fujita, N.; Shinkai, S. Chem. Eur. J., 2004, 10, 343–351.

    Article  Google Scholar 

  67. Zhan, C.; Wang, J.; Yuan, J.; Gong, H.; Liu, Y.; Liu, M. Langmuir, 2003, 19, 9440–9445.

    Article  Google Scholar 

  68. Sato, I.; Kadowaki, K.; Urabe, H.; Jung, J.H.; Ono, Y.; Shinkai, S.; Soai, K. Tet. Lett., 2003, 44, 721–724.

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 2006 Springer

About this chapter

Cite this chapter

Friggeri, A., van Bommel, K.J.C., Shinkai, S. (2006). Gels of Low Molecular-Mass Organic Gelators as Templates for Transcription. In: Weiss, R.G., Terech, P. (eds) Molecular Gels. Springer, Dordrecht. https://doi.org/10.1007/1-4020-3689-2_26

Download citation

Publish with us

Policies and ethics