Design of chiral macrocyclic complexes based on trans-chelation of n:n metal-bidentate P,N- or N,N-ligands

Chemistry Letters

Volumn 35, Issue 2, 2006, Pages 172-173

  Hatano, Manabu ^a   Asai, Takafumi ^a   Ishihara, Kazuaki ^a  

^a NAGOYA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33646464895     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2006.172     Document Type: Article

References (25)

1. For reviews: a) M. Fujita, Chem. Soc. Rev. 1998, 27, 417.
2. b) S. Leininger, B. Olenyuk, P. J. Stang, Chem. Rev. 2000, 100, 853.
3. c) B. J. Holliday, C. A. Mirkin, Angew. Chem., Int. Ed. 2001, 40, 2022.
4. d) S. Kitagawa, R. Kitaura, S. Noro, Angew. Chem., Int. Ed. 2004, 43, 2334.
5. a) M. Fujita, J. Yazaki, K. Ogura, J. Am. Chem. Soc. 1990, 112, 5645.
6. b) P. J. Stang, D. H. Cao, J. Am. Chem. Soc. 1994, 116, 4981.
7. c) K. Uemura, S. Kitagawa, K. Fuku, K. Saito, J. Am. Chem. Soc. 2004, 126, 3817.
8. Recent asymmetric catalysis with supramolecular complexes: a) S. Joong, A. Hu, W. Lin, J. Am. Chem. Soc. 2002, 124, 12948.
9. b) J. M. Takacs, D. S. Reddy, S. A. Moteki, D. Wu, H. Palencia, J. Am. Chem. Soc. 2004, 126, 4494.
10. c) Y. Liang, Q. Jing, X. Li, L. Shi, K. Ding, J. Am. Chem. Soc. 2005, 127, 7694.
11. d) C.-D. Wu, A. Hu, L. Zhang, W. Lin, J. Am. Chem.-Soc. 2005, 127, 8940.
12. e) T. Kano, T. Hashimoto, K. Maruoka, J. Am. Chem. Soc. 2005, 127, 11926.
13. Trans-chelating ligands in asymmetric catalysis: a) M. Sawamura, H. Hamashima, Y. Ito, J. Am. Chem. Soc. 1992, 114, 8295.
14. b) A. Goeke, M. Sawamura, R. Kuwano, Y. Ito, Angew. Chem., Int. Ed. Engl. 1996, 35, 662.
15. c) J. R. Krumper, M. Gerisch, J. M. Suh, R. G. Bergmann, T. D. Tilley, J. Org. Chem. 2003, 68, 9705.
16. ortho-P,N-Ligands: a) P. von Matt, A. Pfaltz, Angew. Chem., Int. Ed. Engl. 1993, 32, 566.
17. b) J. Sprinz, G. Helmchen, Tetrahedron Lett. 1993, 34, 1769.
18. c) G. J. Dawson, C. G. Frost, J. M. J. Williams, S. J. Coote, Tetrahedron Lett. 1993, 34, 3149.
19. ortho-N,N-Ligands: H. Nishiyama, H. Sakaguchi, T. Nakamura, M. Horihata, M. Kondo, K. Itoh, Organometallics 1989, 8, 846.
20. Crystallographic data reported in this manuscript have been deposited with Cambridge Crystallographic Data Centre as supplementary publication Nos. CCDC-273441 for 11, CCDC-273442 for 13, and CCDC-273444 for 15. Copies of the data can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge, CB2 1EZ, UK; fax: +44 1223 336033; or deposit@ ccdc.cam.ac.uk). See Supporting Information in detail.
21. ortho- and meta-Bisoxazolines: a) C. Bolm, K. Weickhardt, M. Zehnder, T. Ranff, Chem. Ber. 1991, 124, 1173.
22. b) M. A. Stark, C. J. Richards, Tetrahedron Lett. 1997, 38, 5881.
23. c) Y. Motoyama, N. Makihara, Y. Mikami, K. Aoki, H. Nishiyama, Chem. Lett. 1997, 951.
24. a) D. A. Evans, J. A. Murry, P. von Matt, R. D. Norcross, S. J. Miller, Angew. Chem., Int. Ed. Engl. 1995, 34, 798.
25. b) A. K. Ghosh, H. Cho, J. Cappiello, Tetrahedron: Asymmetry 1998, 9, 3687.