Olefin cyclopropanation catalysed by novel ruthenium-arene complexes containing phosphines with pendent arenes

Tetrahedron Letters

Volumn 40, Issue 9, 1999, Pages 1653-1656

  Simal, François ^a   Jan, Dominique ^a   Demonceau, Albert ^a   Noels, Alfred F ^a  

^a UNIVERSITY OF LIÈGE   (Belgium)

Author keywords

Cyclopropanation; Diazo compounds; Olefins; Ruthenium and compounds

Indexed keywords

ALKENE DERIVATIVE; CYCLOPROPANE; PHOSPHINE DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; RUTHENIUM COMPLEX;

ARTICLE; CATALYSIS; CHEMICAL ANALYSIS; CHEMICAL REACTION; COMPLEX FORMATION; ORGANIC CHEMISTRY;

EID: 0033605270     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00057-X     Document Type: Article

References (32)

1. [1] (a) Zelonka RA, Baird MC. J. Organomet. Chem. 1972;35:C43-C46.
2. (b) Zelonka RA, Baird MC. Can. J. Chem. 1972;50: 3063-3072.
3. (c) Bennett MA, Smith AK. J. Chem. Soc., Dalton Trans. 1974:233-241.
4. [2] (a) Noyori R, Hashiguchi S. Acc. Chem. Res. 1997;30:97-102.
5. (b) Haack K-J, Hashiguchi S, Fujii A, Ikariya T, Noyori R. Angew. Chem. 1997;109:297-300, Angew. Chem. Int. Ed. Engl. 1997;36:285-288.
6. (b) Haack K-J, Hashiguchi S, Fujii A, Ikariya T, Noyori R. Angew. Chem. 1997;109:297-300, Angew. Chem. Int. Ed. Engl. 1997;36:285-288.
7. (c) Hashiguchi S, Fujii A, Haack K-J, Matsumura K, Ikariya T, Noyori R. Angew. Chem. 1997; 109:300-303, Angew. Chem. Int. Ed. Engl. 1997;36:288-290.
8. (c) Hashiguchi S, Fujii A, Haack K-J, Matsumura K, Ikariya T, Noyori R. Angew. Chem. 1997; 109:300-303, Angew. Chem. Int. Ed. Engl. 1997;36:288-290.
9. (d) Matsumura K, Hashiguchi S, Ikariya T, Noyori R. J. Am. Chem. Soc. 1997;119:8738-8739.
10. (e) Jiang Y, Jiang Q, Zhang X. J. Am. Chem. Soc. 1998;120:3817-3818.
11. (f) Everaere K, Carpentier J-F, Mortreux A, Bulliard M. Tetrahedron: Asymmetry 1998;9:2971-2974.
12. [3] Uematsu N, Fujii A, Hashiguchi S, Ikariya T, Noyori R. J. Am. Chem. Soc. 1996;118:4916-4917.
13. [4] Davies DL, Fawcett J, Garratt SA, Russell DR. J. Chem. Soc., Chem. Commun. 1997:1351-1352.
14. [5] Merlic CA, Pauly ME. J. Am. Chem. Soc. 1996;118:11319-11320.
15. [6] (a) Demonceau A, Noels AF, Saive E, Hubert AJ. J. Mol. Catal. 1992;76:123-132.
16. (b) Stumpf AW, Saive E, Demonceau A, Noels AF. J. Chem. Soc., Chem. Commun. 1995:1127-1128.
17. (c) Demonceau A, Stumpf AW, Saive E, Noels AF. Macromolecules 1997;30:3127-3136.
18. (d) Hafner A, Mühlebach A, van der Schaaf PA. Angew. Chem. 1997;109:2213-2216, Angew. Chem. Int. Ed. Engl. 1997;36:2121-2124.
19. (d) Hafner A, Mühlebach A, van der Schaaf PA. Angew. Chem. 1997;109:2213-2216, Angew. Chem. Int. Ed. Engl. 1997;36:2121-2124.
20. (e) Dias EL, Grubbs RH. Organometallics 1998;17:2758-2767.
21. (f) Fürstner A, Picquet M, Bruneau C, Dixneuf PH. J. Chem. Soc., Chem. Commun. 1998:1315-1316.
22. [7] (a) Noels AF, Demonceau A. in Metathesis Polymerization of Olefins and Polymerization of Alkynes, 139-156, Imamoglu Y. Ed., NATO ASI Series, Series C : Mathematical and Physical Sciences, Vol. 506, Kluwer Academic Publishers, 1998.
23. (b) Simal F, Demonceau A, Noels AF. Tetrahedron Lett. 1998:39:3493-3496.
24. [8] (a) Nishiyama H, Aoki K, Itoh H, Iwamura T, Sakata N, Kurihara O, Motoyama Y. Chem. Lett. 1996:1071-1072.
25. (b) Davies IW, Gerena L, Cai D, Larsen RD, Verhoeven TR, Reider PJ. Tetrahedron Lett. 1997;38:1145-1148.
26. (c) Nishiyama H, Soeda N, Naito T, Motoyama Y. Tetrahedron: Asymmetry 1998;9:2865-2869, and references cited therein.
27. [9] Simal F, Demonceau A, Noels AF. Angew. Chem. Int. Ed. 1999, N° 4 (February), in press.
28. [10] (a) Therrien B, Ward TR, Pilkington M, Hoffmann C, Gilardoni F, Weber J. Organometallics 1998;17:330-337.
29. (b) Smith PD, Wright AH. J. Organomet. Chem. 1998;559:141-147.
30. [11] Jan D, Simal F, Spirlet MR, Demonceau A, Noels AF. to be published.
31. [12] Simal F, Demonceau A, Noels AF, Knowles DRT, O'Leary S, Maitlis PM, Gusev OV. J. Organomet. Chem. 1998;558: 163-170.
32. [13] Noels AF, Demonceau A, Carlier E, Hubert AJ, Márquez-Silva R-L, Sánchez-Delgado RA. J. Chem. Soc., Chem. Commun. 1988:783-784.