Spontaneous resolution of a novel chiral coordination polymer through supramolecular interactions and solvent symmetry breaking

Tetrahedron Asymmetry

Volumn 16, Issue 9, 2005, Pages 1595-1602

  Ye, Qiong ^a   Wang, Xi Sen ^a   Zhao, Hong ^a   Xiong, Ren Gen ^a  

^a NANJING UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

2 BUTANOL; 2,3 DIHYDRO 2,3 DIPYRIDYLBENZ[E]INDOLE; ALCOHOL; CADMIUM DERIVATIVE; INDOLE DERIVATIVE; POLYMER; SOLVENT; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHIRALITY; CIRCULAR DICHROISM; CRYSTAL STRUCTURE; CRYSTALLIZATION; DECOMPOSITION; INFRARED SPECTROSCOPY; MOLECULAR INTERACTION; PRIORITY JOURNAL; RACEMIC MIXTURE; SOLID STATE; SOLVOTHERMAL REACTION; X RAY CRYSTALLOGRAPHY;

EID: 17844373783     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetasy.2005.03.008     Document Type: Article

References (50)

1. L. Isaacs, and D. Witt Angew. Chem., Int. Ed. 41 2002 1905
2. X. Shi, J.C. Fettinger, and J.T. Davis J. Am. Chem. Soc. 123 2001 6738
3. J.-M. Vincent, C. Philouze, I. Pianet, and J.-B. Verlhac Chem. Eur. J. 6 2000 3595
4. X. Shi, J.C. Fettinger, M. Cai, and J.T. Davis Angew. Chem., Int. Ed. 39 2000 3124
5. L.J. Prins, J. Huskens, F. de Jong, P. Timmerman, and D.N. Reinhoudt Nature 398 1999 498
6. B.L. Feringa, and R.A. van Delden Angew. Chem., Int. Ed. 38 1999 3418
7. M.A. Masood, E.J. Enemark, and T.D.P. Stack Angew. Chem., Int. Ed. 37 1998 928
8. J. Jacques, A. Collet, and S.H. Wilen Enantiomers, Racemates and Resolutions 1994 Krieger Publishing Company Malabar, FL
9. I. Katsuki, Y. Motoda, Y. Sunatsuki, N. Matsumoto, T. Nakashima, and M. Kojima J. Am. Chem. Soc. 124 2002 629
10. Y. Mastai, M. Sedlak, H. Colfen, and M. Antonietti Chem. Eur. J. 8 2002 2430
11. M. Sasa, K. Tanaka, X.-H. Bu, M. Shiro, and M. Shionoya J. Am. Chem. Soc. 123 2001 10750
12. S. De Feyter, A. Gesquiere, K. Wurst, D.B. Amabilino, J. Veciana, and F.C. De Schryver Angew. Chem., Int. Ed. 40 2001 3217
13. S. Boomgaarden, W. Saak, M. Weidenbruch, and H. Marsmann Z. Anorg. Allg. Chem. 627 2001 349
14. C.K. Kepert, T.J. Prior, and M.J. Rosseinsky J. Am. Chem. Soc. 122 2000 5158
15. T. Ezuhara, K. Endo, and Y. Aoyama J. Am. Chem. Soc. 121 1999 3279
16. T. Gulik-Krzywicki, C. Fouquey, and J.-M. Lehn Proc. Natl. Acad. Sci. U.S.A. 90 1993 163
17. D. Bradshaw, T.J. Prior, E.J. Cussen, J.B. Claridge, and M.J. Rosseinsky J. Am. Chem. Soc. 126 2004 6106
18. S. Pakhomov, R.P. Hammer, B.K. Mishra, and B.N. Thomas Proc. Natl. Acad. Sci. U.S.A. 100 2003 3040
19. C.J. Kepert, and M. Rosseinsky J. Chem. Commun. 1998 31
20. T. Gulik-Krzywicki, C. Fouquey, and J.-M. Lehn Proc. Natl. Acad. Sci. U.S.A. 90 1993 163
21. L. Pasteur Ann. Chim. Phys. 24 1848 442
22. E.-Q. Gao, Y.-F. Yue, S.-Q. Bai, Z. He, and C.-H. Yan J. Am. Chem. Soc. 126 2004 1419
23. R.M. Pagni, and R.N. Compton Cryst. Growth Des. 2 2002 249
24. L. Perez-Garcia, and D.B. Amabilino Chem. Soc. Rev. 31 2002 342
25. D.K. Kondepudi, and K. Asakura Acc. Chem. Res. 34 2001 946 and references cited therein
26. D.K. Kondepudi, R. Kaufman, and N. Singh Science 250 1990 975
27. C. Sporer, K. Wurst, D.B. Amabilino, D. Ruiz-Molina, H. Kopacka, P. Jaitner, and J. Veciana Chem. Commun. 2002 2343
28. L. Perez-Garcia, and D.B. Amabilino Chem. Soc. Rev. 31 2002 342
29. X.D. Xu, K.J. Maresca, D. Das, S. Zahn, J. Zubieta, and J.W. Canary Chem. Eur. J. 8 2002 5679
30. U. Siemeling, I. Scheppelmann, B. Neumann, A. Stammler, H.G. Stammler, and J. Frelek Chem. Commun. 2003 2236
31. K. Yamada, S. Yagishita, H. Tanaka, K. Tohyama, K. Adachi, S. Kaizaki, H. Kumagai, K. Inoue, R. Kitaura, H.-C. Chang, S. Kitagawa, and S. Kawata Chem. Eur. J. 10 2004 2647
32. S. Jayanty, and T.P. Radhakrishnan Chem. Eur. J. 10 2004 2661
33. H. Zhao, Y.-H. Li, X.-S. Wang, Z.-R. Qu, L.-Z. Wang, R.-G. Xiong, B.F. Abrahams, and Z. Xue Chem. Eur. J. 10 2004 2386 2390
34. Q. Ye, X.-S. Wang, H. Zhao, and R.-G. Xiong Chem. Soc. Rev. 34 2005 208
35. R.G. Kostyanovsky, P.E. Dormov, P. Trapencieris, B. Strumfs, G.K. Kadorkina, I.I. Chervin, and I.Ya. Kalvin Mendeleev Commun. 1999 26
36. R.G. Kostyanovsky, K.A. Lyssenko, and V.R. Kostyanovsky Mendeleev Commun. 2000 44
37. R.G. Kostyanovsky, V.R. Kostyanovsky, G.K. Kadorkina, and V.Y. Torbeev Mendeleev Commun. 2000 83
38. 11 All nonhydrogen atoms were located from the trial structure and refined anisotropically with shelxtl using the full-matrix least-squares procedure. The hydrogen atom positions were fixed geometrically at calculated distances and allowed to ride on the parent carbon atoms. The final difference Fourier map was found to be featureless. Crystallographic data (excluding structure factors) for the complexes have been deposited with the Cambridge Crystallographic Data Center as supplementary publication no. CCDC 191834-191836
39. R.-G. Xiong, X. Xue, H. Zhao, X.-Z. You, B.F. Abrahams, and Z. Xue Angew. Chem., Int. Ed. 41 2002 3800 3804
40. B.L. Chen, M. Eddaoudi, S.T. Hyde, M. O'Keeffe, and O.M. Yaghi Science 291 2001 1021
41. L. Carlucci, G. Ciani, D.M. Proserpio, and S. Rizzato Chem. Commun. 2000 1319
42. D. Braga, and F. Grepioni J. Chem. Soc. Dalton Trans. 1999 1
43. K. Biradha, C. Seward, and M.J. Zaworotko Angew. Chem., Int. Ed. 38 1999 492
44. O.R. Evans, R.-G. Xiong, Z. Wang, G.K. Wong, and W. Lin Angew. Chem., Int. Ed. 38 1999 536 539
45. D. Braga, F. Grepioni, and G.R. Desiraju Chem. Rev. 98 1998 1375
46. S.R. Batten, and R. Robson Angew. Chem., Int. Ed. 110 1998 1558
47. K.A. Hirsch, S.R. Wilson, and J.S. Mooore Chem. Eur. J. 3 1997 765
48. C. Janiak Angew. Chem., Int. Ed. 36 1997 1431
49. A.J. Blake, N.R. Champness, S.S.M. Chung, W.S. Li, and M. Schroder Chem. Commun. 1997 1005
50. G.M. Sheldrick shelxtl v5.1 Software Reference Manual 1997 Bruker AXS Madison, WI, USA