Skip to main content
SpringerLink
Log in
Book cover

Designed Molecular Space in Material Science and Catalysis pp 33–49Cite as

Molecular Space Chemistry Based on Pillar[n]arenes

  • Chapter
  • First Online:

Abstract

In 2008, our group reported on pillar[n]arenes as novel-shaped macrocyclic compounds. Owing to the para-bridge connection between 1,4-dialkoxybenzene units, pillar[n]arenes adopt a highly symmetrical pillar and polygonal-shaped structure, which is different from typical host molecules. Because pillar[n]arenes exhibit these highly symmetrical structures with high functionality, many chemists have used pillar[n]arenes as building blocks to construct supramolecular assemblies. Therefore, pillar[n]arenes have applications in various fields such as material science and biochemistry. We discuss the host–guest ability of pillar[n]arenes, application of pillar[5]arenes as catalysts and reductants, and assembly of pillar[n]arenes on surfaces based on their pillar-shaped structures. The highly ordered assembled structures, based on their highly symmetrical polygonal prism shape, are also discussed.

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

Chapter
USD   29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD   129.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD   169.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD   169.99
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

Learn about institutional subscriptions

References

  1. G. Crini, Chem. Rev. 114, 10940–10975 (2014)

    Article  CAS  Google Scholar 

  2. M.V. Rekharsky, Y. Inoue, Chem. Rev. 98, 1875–1918 (1998)

    Article  CAS  Google Scholar 

  3. K. Uekama, F. Hirayama, T. Irie, Chem. Rev. 98, 2045–2076 (1998)

    Article  CAS  Google Scholar 

  4. G. Wenz, B.H. Han, A. Müller, Chem. Rev. 106, 782–817 (2006)

    Article  CAS  Google Scholar 

  5. S.A. Nepogodiev, J.F. Stoddart, Chem. Rev. 98, 1959–1976 (1998)

    Article  CAS  Google Scholar 

  6. A. Harada, A. Hashidzume, H. Yamaguchi, Y. Takashima, Chem. Rev. 109, 5974–6023 (2009)

    Article  CAS  Google Scholar 

  7. A. Ikeda, S. Shinkai, Chem. Rev. 97, 1713–1734 (1997)

    Article  CAS  Google Scholar 

  8. N. Morohashi, F. Narumi, N. Iki, T. Hattori, S. Miyano, Chem. Rev. 106, 5291–5316 (2006)

    Article  CAS  Google Scholar 

  9. D.M. Homden, C. Redshaw, Chem. Rev. 108, 5086–5130 (2008)

    Article  CAS  Google Scholar 

  10. J. Vicens VB, Calixarenes: A Versatile Class of Macrocyclic Compounds (Kluwer Academic, Dordrecht, 1991)

    Google Scholar 

  11. C.D. Gutsche, Calixarenes (The Royal Society of Chemistry, Cambridge, 1989)

    Google Scholar 

  12. D.S. Guo, Y. Liu, Acc. Chem. Res. 47, 1925–1934 (2014)

    Article  CAS  Google Scholar 

  13. J.W. Lee, S. Samal, N. Selvapalam, H.J. Kim, K. Kim, Acc. Chem. Res. 36, 621–630 (2003)

    Article  CAS  Google Scholar 

  14. J. Lagona, P. Mukhopadhyay, S. Chakrabarti, L. Isaacs, Angew. Chem. Int. Ed. 44, 4844–4870 (2005)

    Article  CAS  Google Scholar 

  15. A.E. Kaifer, Acc. Chem. Res. 47, 2160–2167 (2014)

    Article  CAS  Google Scholar 

  16. C.J. Pedersen, J. Am. Chem. Soc. 89, 7017–7036 (1967)

    Article  CAS  Google Scholar 

  17. M.J. Langton, P.D. Beer, Acc. Chem. Res. 47, 1935–1949 (2014)

    Article  CAS  Google Scholar 

  18. T. Ogoshi, S. Kanai, S. Fujinami, T. Yamagishi, Y. Nakamoto, J. Am. Chem. Soc. 130, 5022–5023 (2008)

    Article  CAS  Google Scholar 

  19. T. Ogoshi, Pillararenes (The Royal Society of Chemistry, Cambridge, 2016)

    Google Scholar 

  20. T. Ogoshi, T. Yamagishi, Y. Nakamoto, Chem. Rev. 116, 7937–8002 (2016)

    Article  CAS  Google Scholar 

  21. N.L. Strutt, H.C. Zhang, S.T. Schneebeli, J.F. Stoddart, Acc. Chem. Res. 47, 2631–2642 (2014)

    Article  CAS  Google Scholar 

  22. M. Xue, Y. Yang, X.D. Chi, Z.B. Zhang, F. Huang, Acc. Chem. Res. 45, 1294–1308 (2012)

    Article  CAS  Google Scholar 

  23. C. Li, Chem. Commun. 50, 12420–12433 (2014)

    Article  CAS  Google Scholar 

  24. T. Ogoshi, T. Yamagishi, Eur. J. Org. Chem. 2961–2975 (2013)

    Article  CAS  Google Scholar 

  25. G.C. Yu, B. Hua, C.Y. Han, Org. Lett. 16, 2486–2489 (2014)

    Article  CAS  Google Scholar 

  26. B. Jiang, W. Wang, Y. Zhang, Y. Lu, C.W. Zhang, G.Q. Yin, X.L. Zhao, L. Xu, H.W. Tan, X.P. Li, G.X. Jin, H.B. Yang, Angew. Chem. Int. Ed. 56, 14438–14442 (2017)

    Article  CAS  Google Scholar 

  27. T. Ogoshi, T. Akutsu, Y. Shimada, T. Yamagishi, Chem. Commun. 52, 6479–6481 (2016)

    Article  CAS  Google Scholar 

  28. T. Ogoshi, N. Ueshima, T. Yamagishi, Org. Lett. 15, 3742–3745 (2013)

    Article  CAS  Google Scholar 

  29. D.G. Liz, A.M. Manfredi, M. Medeiros, R. Montecinos, B. Gomez-Gonzalez, L. Garcia-Rio, F. Nome, Chem. Commun. 52, 3167–3170 (2016)

    Article  CAS  Google Scholar 

  30. T. Ogoshi, Y. Hasegawa, T. Aoki, Y. Ishimori, S. Inagi, T. Yamagishi, Macromolecules 44, 7639–7644 (2011)

    Article  CAS  Google Scholar 

  31. T. Ogoshi, S. Takashima, T. Yamagishi, J. Am. Chem. Soc. 137, 10962–10964 (2015)

    Article  CAS  Google Scholar 

  32. T. Ogoshi, S. Takashima, T. Yamagishi, J. Am. Chem. Soc. 140, 1544–1548 (2018)

    Article  CAS  Google Scholar 

  33. J.H. Bi, X.F. Zeng, D.M. Tian, H.B. Li, Org. Lett. 18, 1092–1095 (2016)

    Article  CAS  Google Scholar 

  34. R. Wang, Y. Sun, F. Zhang, M.M. Song, D.M. Tian, H.B. Li, Angew. Chem. Int. Ed. 56, 5294–5298 (2017)

    Article  CAS  Google Scholar 

  35. T. Ogoshi, K. Yoshikoshi, R. Sueto, H. Nishihara, T. Yamagishi, Angew. Chem. Int. Ed. 54, 6466–6469 (2015)

    Article  CAS  Google Scholar 

  36. C. Tsuneishi, Y. Koizumi, R. Sueto, H. Nishiyama, K. Yasuhara, T. Yamagishi, T. Ogoshi, I. Tomita, S. Inagi, Chem. Commun. 53, 7454–7456 (2017)

    Article  CAS  Google Scholar 

  37. T. Ogoshi, R. Sueto, K. Yoshikoshi, K. Yasuhara, T. Yamagishi, J. Am. Chem. Soc. 138, 8064–8067 (2016)

    Article  CAS  Google Scholar 

  38. S. Fu, G. An, H.C. Sun, Q. Luo, C.X. Hou, J.Y. Xu, Z.Y. Dong, J.Q. Liu, Chem. Commun. 53, 9024–9027 (2017)

    Article  CAS  Google Scholar 

  39. L.L. Tan, H.W. Li, Y.C. Tao, S.X.A. Zhang, B. Wang, Y.W. Yang, Adv. Mater. 26, 7027–7031 (2014)

    Article  CAS  Google Scholar 

  40. T. Ogoshi, R. Sueto, K. Yoshikoshi, T. Yamagishi, Chem. Commun. 50, 15209–15211 (2014)

    Article  CAS  Google Scholar 

  41. T. Ogoshi, R. Sueto, K. Yoshikoshi, Y. Sakata, S. Akine, T. Yamagishi, Angew. Chem. Int. Ed. Engl. 54, 9849–9852 (2015)

    Article  CAS  Google Scholar 

  42. T. Ogoshi, K. Saito, R. Sueto, R. Kojima, Y. Hamada, S. Akine, A.M.P. Moeljadi, H. Hirao, T. Kakuta, T. Yamagishi, Angew. Chem. Int. Ed. 57, 1592–2595 (2018)

    Article  CAS  Google Scholar 

  43. T. Ogoshi, Y. Shimada, Y. Sakata, S. Akine, T. Yamagishi, J. Am. Chem. Soc. 139, 5664–5667 (2017)

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Graduate School of Natural Science and Technology, Kanazawa University, Kanazawa, Japan

    Tomoki Ogoshi, Takahiro Kakuta & Tada-aki Yamagishi

  2. WPI Nano Life Science Institute, Kanazawa University, Kanazawa, Japan

    Tomoki Ogoshi

Authors
  1. Tomoki Ogoshi
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Takahiro Kakuta
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Tada-aki Yamagishi
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Tomoki Ogoshi .

Editor information

Editors and Affiliations

  1. Department of Environmental Science Graduate School of Fisheries and Environmental Sciences, Nagasaki University, Nagasaki, Japan

    Seiji Shirakawa

Rights and permissions

Reprints and permissions

Copyright information

© 2018 Springer Nature Singapore Pte Ltd.

About this chapter

Check for updates. Verify currency and authenticity via CrossMark

Cite this chapter

Ogoshi, T., Kakuta, T., Yamagishi, Ta. (2018). Molecular Space Chemistry Based on Pillar[n]arenes. In: Shirakawa, S. (eds) Designed Molecular Space in Material Science and Catalysis. Springer, Singapore. https://doi.org/10.1007/978-981-13-1256-4_2

Download citation

Publish with us

Policies and ethics

Search

Navigation