Robust and catalytically active mono- and bis-Pd-complexes of the 'Trost modular ligand'

Chemical Communications

Volumn , Issue 17, 1999, Pages 1707-1708

  Butts, Craig P ^a   Crosby, John ^a   Lloyd Jones, Guy C ^a   Stephen, Susanna C ^a  

^a Cantock's Close   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

PALLADIUM COMPLEX;

ALKYLATION; ARTICLE; CHEMICAL STRUCTURE; X RAY CRYSTALLOGRAPHY;

EID: 0033533562     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a905851f     Document Type: Article

References (17)

1. G. Consiglio and R. M. Waymouth, Chem. Rev., 1989, 89, 257; C. G. Frost, J. Howarth and J. M. J. Williams, Tetrahedron: Asymmetry, 1992, 3, 1089; B. M. Trost and D. L. Van Vranken, Chem. Rev., 1996, 96, 395.
2. G. Consiglio and R. M. Waymouth, Chem. Rev., 1989, 89, 257; C. G. Frost, J. Howarth and J. M. J. Williams, Tetrahedron: Asymmetry, 1992, 3, 1089; B. M. Trost and D. L. Van Vranken, Chem. Rev., 1996, 96, 395.
3. G. Consiglio and R. M. Waymouth, Chem. Rev., 1989, 89, 257; C. G. Frost, J. Howarth and J. M. J. Williams, Tetrahedron: Asymmetry, 1992, 3, 1089; B. M. Trost and D. L. Van Vranken, Chem. Rev., 1996, 96, 395.
4. B. M. Trost, Acc. Chem. Res., 1996, 29, 355.
5. For examples of other ligands that effect high ee in this substrate class see: G. Helmchen, S. Kudis, P. Sennhenn and H. Steinhagen, Pure Appl. Chem., 1997, 69, 513; P. Dierkes, S. Ramdeehul, L. Barloy, A. De Cian, J. Fischer, P. C. J. Kamer, P. W. N. M. van Leeuwen and J. A. Osborn, Angew. Chem. Int. Ed., 1998, 37, 3116; A. Saitoh, M. Misawa and T. Morimoto, Tetrahedron: Asymmetry, 1999, 10, 1025.
6. For examples of other ligands that effect high ee in this substrate class see: G. Helmchen, S. Kudis, P. Sennhenn and H. Steinhagen, Pure Appl. Chem., 1997, 69, 513; P. Dierkes, S. Ramdeehul, L. Barloy, A. De Cian, J. Fischer, P. C. J. Kamer, P. W. N. M. van Leeuwen and J. A. Osborn, Angew. Chem. Int. Ed., 1998, 37, 3116; A. Saitoh, M. Misawa and T. Morimoto, Tetrahedron: Asymmetry, 1999, 10, 1025.
7. For examples of other ligands that effect high ee in this substrate class see: G. Helmchen, S. Kudis, P. Sennhenn and H. Steinhagen, Pure Appl. Chem., 1997, 69, 513; P. Dierkes, S. Ramdeehul, L. Barloy, A. De Cian, J. Fischer, P. C. J. Kamer, P. W. N. M. van Leeuwen and J. A. Osborn, Angew. Chem. Int. Ed., 1998, 37, 3116; A. Saitoh, M. Misawa and T. Morimoto, Tetrahedron: Asymmetry, 1999, 10, 1025.
8. B. M. Trost, B. Breit and M. G. Organ, Tetrahedron Lett., 1994, 35, 5817.
9. For leading references and the current working model, see: B. M. Trost and F. D. Toste, J. Am. Chem. Soc., 1999, 121, 4545.
10. (a) G. C. Lloyd-Jones and S. C. Stephen, Chem. Eur. J., 1998, 4, 2539;
11. (b) G. C. Lloyd-Jones and S. C. Stephen, Chem. Commun., 1998, 2321;
12. (c) P. Kočovský, Š. Vyskočil, I. Císařová, J. Srjbal, I. Tišlerová, M. Smrčiná, G. C. Lloyd-Jones, S. C. Stephen, C. P. Butts, M. Murray and V. Langer, J. Am. Chem. Soc., 1999, in press.
13. (a) B. M. Trost and R. C. Bunt, J. Am. Chem. Soc., 1996, 118, 235;
14. (b) J.-C. Fiaud and J. L. Malleron, Tetrahedron Lett., 1981, 22, 1399;
15. (c) T. Hayashi, M. Kawatsura, Y. Uozumi, J. Am. Chem. Soc. 1998, 120, 1681.
16. See ref. 5 and B. M. Trost and D. E. Patterson, J. Org. Chem., 1998, 63, 1339.
17. 31PNMR spectrum indicated the presence of many complexes whose relative abundance were time-dependent. A much more complete and detailed report of our NMR, kinetic and other studies on this complex mixture will be published in due course.