Activation of manganese nitrido complexes by Brønsted and Lewis acids. Crystal structure and asymmetric alkene aziridination of a chiral salen manganese nitrido complex

Abstract

Styrene is readily converted to 2-phenylaziridine by salen manganese(V) nitrido complexes in the presence of Brønsted or Lewis acids such as F₃CCO₂H or BF₃, the crystal structure of a chiral manganese nitrido complex that can perform asymmetric alkene aziridination has been determined.

References

1. J. T. Groves and T. Takahashi, J. Am. Chem. Soc., 1983, 105, 2074.
2. J.-P. Mahy, G. Bedi, P. Battioni and D. Mansuy, J. Chem. Soc., Perkin Trans. 2, 1988, 1517.
3. D. A. Evans, M. M. Faul and M. T. Bilodeau, J. Am. Chem. Soc., 1994, 116, 2742.
4. J. Du Bois, J. Hong, E. M. Carreira and M. W. Day, J. Am. Chem. Soc., 1996, 118, 915.
5. J. Du Bois, C. S. Tomooka, J. Hong, E. M. Carreira and M. W. Day, Angew. Chem., Int. Ed. Engl., 1997, 36, 1645.
6. S. Minakata, T. Ando, M. Nishimura, I. Ryu and M. Komatsu, Angew. Chem., Int. Ed., 1998, 37, 3392.
7. T. C. Lau and C. K. Mak, J. Chem. Soc., Chem. Commun., 1995, 943.
8. T. C. Lau, Z. B. Wu, Z. L. Bai and C. K. Mak, J. Chem. Soc., Dalton Trans., 1995, 695.
9. T. C. Lau and C. K. Mak, J. Chem. Soc., Chem. Commun., 1993, 766.
10. Y. Ittah, Y. Sasson, I. Shahak, S. Tsaroom and J. Blum, J. Org. Chem., 1978, 43, 4271.
11. A. S. Jepsen, M. Roberson, R. G. Hazell and K. A. Jorgensen, Chem. Commun., 1998, 1599.
12. H. D. Flack, Acta Crystallogr., Sect. A, 1983, 39, 876.