Robust carbene ruthenium-porphyrin catalysts for cyclopropanation reaction of a wide variety of alkenes

Journal of Porphyrins and Phthalocyanines

Volumn 12, Issue 1, 2008, Pages 35-48

  Wada, Satoko ^a   Shimomura, Masanobu ^a   Kikuchi, Tomofumi ^a   Yuge, Hidetaka ^a   Miyamoto, T Ken ^a  

^a KITASATO UNIVERSITY   (Japan)

Author keywords

Carbene ruthenium porphyrin; Catalysis; Cyclopropanation

Indexed keywords

EID: 44849099289     PISSN: 10884246     EISSN: None     Source Type: Journal    
DOI: 10.1142/S1088424608000066     Document Type: Article

References (30)

1. Kadish KM, Smith KM and Guilard R. (Eds) The Porphyrin Handbook 4, Academic Press: New York, 2000.
2. a) Lane BS and Burgess K, Chem. Rev. 2003; 103: 2457-2474.
3. b) Xia QH, Ge HQ, Ye CP, Liu ZM and Su KX. Chem. Rev. 2005; 105: 1603-1662.
4. Lebel H, Marcoux JF, Molinaro C and Charette AB. Chem. Rev. 2003; 103: 977-1050.
5. Abbreviations of porphyrin dianions are: por = porphyrinate, TPP = 5,10,15,20-tetraphenylporphyrinate and TTP = 5,10,15,20-tetra(p-tolyl) porphyrinate.
6. Galardon E, Le Maux P, Toupet L and Simonneaux G. Organometallics 1998; 17: 565-569.
7. a) Simonneaux G and Le Maux P. Coord. Chem. Rev. 2002; 228: 43-60.
8. b) Che CM and Huang JS. Coord. Chem. Rev. 2002; 231: 151-164.
9. a) Kawai M, Yuge H and Miyamoto TK. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 2002; 58: m581-m582.
10. b) Harada T, Wada S, Yuge H and Miyamoto TK. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 2003; 59: m37-m39.
11. c) Wada S, Yuge H and Miyamoto TK. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 2003; 59: m369-m370.
12. Li Y, Huang JS, Xu GB, Zhu N, Zhou ZY, Che CM and Wong KY. Chem. Eur. J. 2004; 10: 3486-3502 and references therein.
13. a) Simmons HE and Smith RD. J. Am. Chem. Soc. 1958; 80: 5323-5324.
14. b) Simmons HE and Smith RD. J. Am. Chem. Soc. 1959; 81: 4256-4264.
15. For example: Barrett AGM, Doubleday WW, Kasdorf K and Tustin GJ. J. Org. Chem. 1996; 61: 3280-3288.
16. Wolf JR, Hamaker CG, Djukic JP, Kodadek T and Woo LK. J. Am. Chem. Soc. 1995; 117: 9194-9199.
17. Che CM, Huang JS, Lee FW, Li Y, Lai TS, Kwong HL, Teng PF, Lee WS, Lo WC, Peng SM and Zhou ZY. J. Am. Chem. Soc. 2001; 123: 4119-4129.
18. a) Hedley SJ, Ventura DL, Dominiak PM, Nygren CL and Davies HML. J. Org. Chem. 2006; 71: 5349-5356.
19. b) Armaroli T, Dell'Erba C, Gabellini A, Gasparrini F, Mugnoli A, Novi M, Petrillo G and Tavani C, Eur. J. Org. Chem. 2002; 1284-1291.
20. Anciaux AJ, Demonceau A, Noels AF, Hubert AJ, Warin R and Teyssié P, J. Org. Chem. 1981; 46: 873-876.
21. Collman JP, Brothers PJ, McElwee-White L, Rose E and Wright LJ. J. Am. Chem. Soc. 1985; 107: 4570-4571.
22. Galardon E, Le Maux P and Simonneaux G. Chem. Commun. 1997; 927-928.
23. Galardon E, Le Maux P and Simonneaux G. Tetrahedron 2000; 56: 615-621.
24. Collman JP, Barnes CE, Brothers PJ, Collins TJ, Ozawa T, Gallucci JC and Ibers JA. J. Am. Chem. Soc. 1984; 106: 5151-5163.
25. a) Smith LI and Howard KL. Org. Synth. Coll. 1955; 3: 351-352.
26. b) Reimlinger HK, Billiau F and Peiren M. Chem. Ber. 1964; 97: 3493-3502.
27. c) Popic VV, Korneev SM, Nikolaev VA and Korobitsyna IK. Synthesis 1991; 195.
28. d) Nenitzescu CD and Solomonica E. Org. Synth. Coll. 1943; 2: 496-497.
29. a) Sheldrick GM. Acta Crystallogr. Sect. A, 1990; 46: 467-473.
30. b) Sheldrick GM. SHELXL97, Program for Crystal Structure Refinement. University of Göttingen, Germany, 1997.