A novel 1:2 cucurbit[8]uril inclusion complex with N-phenylpiperazine hydrochloride

Journal of Inclusion Phenomena and Macrocyclic Chemistry

Volumn 64, Issue 3-4, 2009, Pages 325-329

  Wu, Xiaojun ^a   Meng, Xianggao ^b   Cheng, Gongzhen ^a  

^a WUHAN UNIVERSITY   (China)

^b CENTRAL CHINA NORMAL UNIVERSITY   (China)

Author keywords

Crystal structure; Cucurbit 8 uril; Inclusion complex; NMR; Phenylpiperazine

Indexed keywords

EID: 70349696346     PISSN: 09230750     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10847-009-9571-4     Document Type: Article

References (19)

1. Kim, J., Jung, I.S., Kim, S.-Y., Lee, E., Kang, J.K., Sakamoto, S., Yamaguchi, K., Kim, K.: New cucurbituril homologues: syntheses, isolation, characterization, and X-ray crystal structures of cucurbit[n] uril (n=5, 7and 8). J. Am. Chem. Soc. 122, 540-541 (2000). doi:10.1021/ja993376p.
2. Lee, J.W., Samal, S., Selvapalam, N., Kim, H.-K., Kim, K.: Cucurbituril homologues and derivatives: new opportunities in supramolecular chemistry. Acc. Chem. Res. 36, 621-630 (2003). doi:10.1021/ar020254k.
3. Kim, K., Kim, H.-J.: In: Atwood, J.L., Steed, J.W. (eds.) Encyclopedia of Supramolecular Chemistry, pp. 390-397. Marcel Dekker, New York (2004).
4. Kim, K.: Mechanically interlocked molecules incorporating cucurbituril and their supramolecular assemblies. Chem. Soc. Rev. 31, 96-107 (2002). doi:10.1039/a900939f.
5. Lagona, J., Mukhopadhyay, P., Chakrabarti, S., Isaacs, L.: The cucurbit[n]uril family. Angew. Chem. Int. Ed. 44, 4844-4870 (2005). doi:10.1002/anie.200460675.
6. Kim, K., Selvaplam, N., Ko, Y.H., Park, K.M., Kim, D., Kim, J.: Functionalized cucurbiturils and their applications. Chem. Soc. Rev. 36, 267-279 (2007). doi:10.1039/b603088m.
7. Kim, H.-J., Heo, J., Jeon, W.S., Lee, E., Kim, J., Sakamoto, S., Yamaguchi, K., Kim, K.: Selective inclusion of a hetero-guest pair in a molecular host: formation of stable charge-transfer complexes in cucurbit[8]uril. Angew. Chem. Int. Ed. 40, 1526-1529 (2001). doi:10.1002/1521-3773(20010417)40:8<1526::AID-ANIE1526>3.0.CO;2-T.
8. Jeon, Y.J., Bharadwaj, P.K., Choi, S.W., Lee, J.W., Kim, K.: Supramolecular amphiphiles: spontaneous formation of vesicles triggered by formation of a charge-transfer complex in a host. Angew. Chem. Int. Ed. 41, 4474-4476 (2002). doi:10.1002/1521-3773(20021202)41:23<4474::AID-ANIE4474>3.0.CO;2-S.
9. Lee, J.W., Kim K., Choi, S.W., Ko, Y.H., Sakamoto, S., Yamaguchi, K., Kim, K.: Unprecedented host-induced intramolecular charge-transfer complex formation. Chem. Comm. 22, 2692-2693 (2002).
10. Ko, Y.H., Kim, K., Kim, E., Kim, K.: Exclusive formation of 1:1 and 2:2 complexes between cucurbit[8]uril and election donor-acceptor molecules induced by host-stabilized charge-transfer interactions. Supramol. Chem. 19, 287-293 (2007). doi:10.1080/10610270701291668.
11. Kang, J.-K., Hwang, I., Ko, Y.H., Jeon, W.S., Kim, H.-J., Kim, K.: Electrochemically controllable reversible formation of cucurbit[8]uril-stabilized charge-transfer complex on surface. Supramol. Chem. 20, 149-155 (2008). doi:10.1080/10610270701742587.
12. Jeon, W.S., Kim, H.-J., Lee,C., Kim, K.: Control of the stoichiometry in host-guest complexation by redox chemistry of guests: inclusion of methylviologen in cucurbit[8]uril. Chem. Comm. 17, 1828-1829 (2002).
13. Ko, Y.H., Kim, H., Kim, Y., Kim, K.: U-shaped conformation of a alkyl chains bound to a synthetic host. Angew. Chem. Int. Ed. 47, 4106-4109 (2008). doi:10.1002/anie.200800581.
14. 3-methylviologen with cucurbit[8]uril in aqueous solution. Chem. Comm. 40, 4195-4197 (2006).
15. 2+ and the reaction with cysteine. J. Chem. Soc. Dalton Trans. 45, 5337-5344 (2006).
16. Liu, J.-X., Tao, Z., Xue, S.F., Zhu, Q.-J., Zhang, J.-X.: Investigation of host-guest compounds of cucurbit[n=5~8]uril with some piperazine derivatives. Chin. J. Inorg. Chem. 20, 139-146 (2004) (in Chinese).
17. Liu, S.M., Wu, X.J., Huang, Z.X., Yao, J.H., Liang, F., Wu, C.T.: Construction of pseudorotaxanes and rotaxanes based on cucurbit[n]urils. J. Incl. Phenom. Macrocycl. Chem. 50, 203-207 (2004). doi:10.1007/s10847-004-6472-4.
18. Sheldrick, G.M.: SHELXS 97, Program for Crystal Structure Solution. University of Göttingen, Germany (1997).
19. Sheldrick, G.M.: SHELXL 97, Program for Crystal Structure Refinement. University of Göttingen, Germany (1997).