Aerobic Epoxidation of Olefins with Ruthenium Porphyrin Catalysts

Journal of the American Chemical Society

Volumn 107, Issue 20, 1985, Pages 5790-5792

  Groves, John T ^a   Quinn, Robert ^a  

^a UNIVERSITY OF MICHIGAN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33845378053     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00306a029     Document Type: Article

References (8)

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2. (a) Groves, J. T.; Nemo, T. E.; Myers, R. S. J. Am. Chem. Soc. 1979, 101, 1032–1033. (b) Groves, J. T.; Kruper, W. J., Jr.; Haushalter, R. C. J. Am. Chem. Soc. 1980, 102, 6375–6377. (c) Groves, J. T.; Nemo, T. E. J. Am. Chem. Soc. 1983, 105, 5786–5791. (d) Chang, C. K.; Kuo, M.-S. J. Am. Chem. Soc. 1979, 101, 3413–3415. (e) Lindsay Smith, J. R.; Sleath, P. R. J. Chem. Soc., Perkin Trans. 2 1982, 1009–1015. (f) Dolphin, D.; James, B. R.; Leung, T. Inorg. Chim. Acta 1983, 79, 25–27. (g) Mansuy, D.; Fontecave, M.; Bartoli, J. F. J. Chem. Soc., Chem. Commun. 1983, 253–254. (h) Hill, C. L.; Smegal, J. A.; Henly, T. J. J. Org. Chem. 1983, 48, 3277–3281. (i) Tabushi, I.; Yazaki, A. J. Am. Chem. Soc. 1981, 103, 7371–7373. (j) Ledon, H. J.; Durbut, P.; Varescon, F. J. Am. Chem. Soc. 1981, 103, 3601–3603. (k) Nee, M. W.; Bruice, T. C. J. Am. Chem. Soc. 1982, 104, 6123–6125. (1) De Carvalho, M.-E.; Meunier, B. Tetrahedron Lett. 1983, 24, 3621–3624.
3. (a) Groves, J. T.; Van Der Puy, M. J. Am. Chem. Soc. 1974, 96, 5274. (b) Groves, J. T.; Raushalter, R. C.; Nakamura, M.; Nemo, T. E.; Evans, B. J. J. Am. Chem. Soc. 1981, 103, 2884–2886. (c) Boso, B.; Lang, G.; McMurry, T. J.; Groves, J. T. J. Chem. Phys. 1983, 79, 1122–1126.
4. (a) Lichtenberger, F.; Nastainczyk, W.; Ullrich, V. Biochem. Biophys. Res. Commun. 1976, 70, 939–946. (b) Sharpless, K. B.; Flood, T. C. J. Am. Chem. Soc. 1971, 93, 2316–2318.
5. Groves, J. T.; Quinn, R. Inorg. Chem. 1984, 23, 3844–3846.
6. Collman, J. P.; Barnes, C. E.; Brothers, P. J.; Collins, T. J.; Ozawa, T.; Gallucci, J. C.; Ibers, J. A. J. Am. Chem. Soc. 1984, 106, 5151–5163.
7. 7c are under consideration. (b) Balch, A. L.; Chan, Y. W.; Chang, R. J.; LaMar, G. N.; Latos-Grazynski, L.; Renner, M. W. J. Am. Chem. Soc. 1984, 106, 7779–7795. (c) Collman, J. P.; Brauman, J. I.; Meunier, B.; Raybuck, S. A.; Kodadek, T. Proc. Natl. Acad. Sci. U.S.A. 1984, 81, 3245–3248.
8. For examples of aerobic epoxidation of olefins using metal-nitro complexes, see: (a) Tovrog, B. S.; Mares, F.; Diamond, S. E. J. Am. Chem. Soc. 1980, 102, 6616–6618. (b) Muccigrosso, D. A., Mares, F.; Diamond, S. E.; Solar, J. P. Inorg. Chem. 1983, 22, 960–965. (c) Andrews, M. A.; Kelly, K. P. J. Am. Chem. Soc. 1981, 103, 2894–2896. (d) Andrews, M. A.; Chang, T. C.-T.; Cheng, C.-W. F. Organometallics 1984, 4, 268–274. Andrews, M. A.; Chang, T. C.-T.; Cheng, C.-W. F.; Kelly, K. D. Organometallics 1984, 3, 1776–1785.