Cyclic host liquids for facile and high-yield synthesis of [2]rotaxanes

Journal of the American Chemical Society

Volumn 134, Issue 50, 2012, Pages 20322-20325

  Ogoshi, Tomoki ^a   Aoki, Takamichi ^a   Shiga, Ryohei ^a   Iizuka, Ryo ^a   Ueda, Seita ^a   Demachi, Kazuki ^a   Yamafuji, Daiki ^a   Kayama, Hitoshi ^a   Yamagishi, Tada Aki ^a  

^a KANAZAWA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ASSOCIATION CONSTANT; CATIONIZATION; HIGH THERMAL STABILITY; HIGH YIELD; HIGH YIELD SYNTHESIS; HOST GUEST COMPLEXES; HOST-GUEST COMPLEXATIONS; INTERLOCKED MOLECULES; NONVOLATILE LIQUIDS; ROTAXANES; TEMPERATURE RANGE;

ASSOCIATION REACTIONS; AXLES; ORGANIC SOLVENTS;

LIQUIDS;

ROTAXANE;

ARTICLE; CHEMICAL REACTION; COMPLEX FORMATION; CYCLIC HOST LIQUID; HUISGEN REACTION; IONIZATION; LIQUID; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 84871360351     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja310757p     Document Type: Article

References (50)

1. Nepogodiev, S. A.; Stoddart, J. F. Chem. Rev. 1998, 98, 1959-1976
2. Harada, A. Acc. Chem. Res. 2001, 34, 456-464
3. Wenz, G.; Han, B. H.; Müller, A. Chem. Rev. 2006, 106, 782-817
4. Harada, A.; Hashidzume, A.; Yamaguchi, H.; Takashima, Y. Chem. Rev. 2009, 109, 5974-6023
5. Harada, A.; Li, J.; Kamachi, M. Nature 1992, 356, 325-327
6. Gutsche, C. D. Acc. Chem. Res. 1983, 16, 161-170
7. Ikeda, A.; Shinkai, S. Chem. Rev. 1997, 97, 1713-1734
8. Casnati, A.; Sansone, F.; Ungaro, R. Acc. Chem. Res. 2003, 36, 246-254
9. Rebek, J., Jr. Acc. Chem. Res. 1999, 32, 278-286
10. Pedersen, C. J. J. Am. Chem. Soc. 1967, 89, 7017-7036
11. Mezei, G.; Zaleski, C. M.; Pecoraro, V. L. Chem. Rev. 2007, 107, 4933-5003
12. Freeman, W. A.; Mock, W. L.; Shih, N. Y. J. Am. Chem. Soc. 1981, 103, 7367-7368
13. Lee, J. W.; Samal, S.; Selvapalam, N.; Kim, H. J.; Kim, K. Acc. Chem. Res. 2000, 36, 621-630
14. Lagona, J.; Mukhopadhyay, P.; Chakrabarti, S.; Isaacs, L. Angew. Chem., Int. Ed. 2005, 44, 4844-4870
15. Dichtel, W. R.; Miljanić, O. Š.; Zhang, W.; Spruell, J. M.; Patel, K.; Aprahamian, I.; Heath, J. R.; Stoddart, J. F. Acc. Chem. Res. 2008, 41, 1750-1761
16. Ogoshi, T.; Kanai, S.; Fujunami, S.; Yamagishi, T.; Nakamoto, Y. J. Am. Chem. Soc. 2008, 130, 5022-5023
17. Ogoshi, T. J. Incl. Phenom. Macrocycl. Chem. 2012, 72, 247-262
18. Cragg, P. J.; Sharma, K. Chem. Soc. Rev. 2012, 41, 597-607
19. Xue, M.; Yang, Y.; Chi, X.; Zhang, Z.; Huang, F. Acc. Chem. Res. 2012, 45, 1294-1308
20. Ogoshi, T.; Shiga, R.; Yamagishi, T. J. Am. Chem. Soc. 2012, 134, 4577-4580
21. Ogoshi, T.; Yamafuji, D.; Aoki, T.; Kitajima, K.; Yamagishi, T.; Hayashi, Y.; Kawauchi, S. Chem.-Eur. J. 2012, 18, 7493-7500
22. Strutt, N. L.; Forgan, R. S.; Spruell, J. M.; Botros, Y. Y.; Stoddart, J. F. J. Am. Chem. Soc. 2011, 133, 5668-5671
23. Shu, X.; Fan, J. Z.; Li, J.; Wang, X. Y.; Chen, W.; Jia, X. S.; Li, C. J. Org. Biomol. Chem. 2012, 10, 3393-3397
24. Ogoshi, T.; Kayama, H.; Yamafuji, D.; Aoki, T.; Yamagishi, T. Chem. Sci. 2012, 3, 3221-3226
25. Schlatter, A.; Kundu, M. K.; Woggon, W. D. Angew. Chem., Int. Ed. 2000, 39, 1267-1269
26. Kano, K.; Kitagishi, H.; kodera, M.; Hirota, S. Angew. Chem., Int. Ed. 2005, 44, 435-438
27. Breslow, R.; Zhang, X.; Huang, Y. J. Am. Chem. Soc. 1997, 119, 4535-4536
28. Nakamura, A.; Inoue, Y. J. Am. Chem. Soc. 2005, 127, 5338-5339
29. Thordarson, P.; Bijsterveld, E. J. A.; Rowan, A. E.; Nolte, R. J. M. Nature 2003, 424, 915-918
30. Harrison, I. T.; Harrison, S. J. Am. Chem. Soc. 1967, 89, 5723-5724
31. Ogino, H. J. Am. Chem. Soc. 1981, 103, 1303-1304
32. Vögtle, F.; Dünnwald, T.; Schmidt, T. Acc. Chem. Res. 1996, 29, 451-460
33. Pease, A. R.; Jeppesen, J. O.; Stoddart, J. F.; Luo, Y.; Collier, P.; Heath, J. R. Acc. Chem. Res. 2001, 34, 433-444
34. Gatti, F. G.; Leigh, D. A.; Nepogodiev, S. A.; Slawin, A. M. Z.; Teat, S. J.; Wong, J. K. Y. J. Am. Chem. Soc. 2001, 123, 5983-5989
35. Hubner, G. M.; Gläser, J.; Seel, C.; Vögtle, F. Angew. Chem., Int. Ed. 1999, 38, 383-386
36. Sauvage, J. P. Acc. Chem. Res. 1998, 31, 611-619
37. Wasserman, E. J. Am. Chem. Soc. 1960, 82, 4433-4434
38. Sauvage, J. P. Acc. Chem. Res. 1990, 23, 319-327
39. Niu, Z.; Gibson, H. W. Chem. Rev. 2009, 109, 6024-6046
40. Michinobu, T.; Nakanishi, T.; Hill, J. P.; Funahashi, M.; Ariga, K. J. Am. Chem. Soc. 2006, 128, 10384-10385
41. Babu, S. S.; Aimi, J.; Ozawa, H.; Shirahata, N.; Saeki, A.; Seki, S.; Ajayaghosh, A.; Möhwald, H.; Nakanishi, T. Angew. Chem., Int. Ed. 2012, 51, 3391-3395
42. Maya, E. M.; Shirk, J. S.; Snow, A. W.; Robert, G. L. Chem. Commun. 2001, 615-616
43. Hirata, S.; Kubota, H.; Jung, H. H.; Hirata, O.; Goushi, K.; Yahiro, M.; Adachi, C. Adv. Mater. 2011, 23, 889-893
44. Hirata, S.; Heo, H. J.; Shibano, Y.; Hirata, O.; Yahiro, M.; Adachi, C. Jpn. J. Appl. Phys. 2012, 51, 041604
45. Kramer, T. J.; Babu, S. S.; Saeki, A.; Seki, S.; Aimi, J.; Nakanishi, T. J. Mater. Chem. 2012, 22, 22370-22373
46. Nowak-Król, A.; Gryko, D.; Gryko, D. T. Chem. Asian J. 2010, 5, 904-909
47. Kamino, B. A.; Bender, T. P.; Klenkler, R. A. J. Phys. Chem. Lett. 2012, 3, 1002-1006
48. Wu, P.; Feldman, A. K.; Nugent, A. K.; Hawker, C. J.; Scheel, A.; Voit, B.; Pyun, J.; Frechét, J. M.; Sharpless, K. B.; Fokin, V. V. Angew. Chem., Int. Ed. 2004, 43, 3928-3932
49. Helms, B.; Mynar, J. L.; Hawker, C. J.; Frechét, J. M. J. Am. Chem. Soc. 2004, 126, 15020-15021
50. Ornelas, C.; Ruiz Aranzaes, J.; Cloutet, E.; Alves, S.; Astruc, D. Angew. Chem., Int. Ed. 2007, 46, 872-877