Abstract
The cyclic hydrocarbon, cyclopropane is obtained when carbon monoxide is hydrogenated over a silica supported rhodium catalyst, in the presence of tetravinylsilane, TVS. The cyclopropane derived from the13C2-labelled TVS, Si(13CH=13CH2)4, is almost entirely13C2 12CH6, showing it to be formed from one vinyl of TVS and a surface C1 species derived from CO. This finding lends support to the intermediacy of surface methylene in the Fischer-Tropsch reaction and illustrates a new synthetic potential for such reactions.
Similar content being viewed by others
References
M.M. Bhasin and J.L. O'Connor, Belg. Patent 824,822 (1975);
M.M. Bhasin, Belg. Patent 824,823 (1975);
M.M. Bhasin, W.J. Hartley, P.C. Ellgen and T.P. Wilson, J. Catal. 54 (1978) 120.
M.A. Vannice, J. Catal. 37 (1975) 449.
D. Yu-Hua, C. De-An and T. Khi-Rui, Appl. Catal. 35 (1987) 77.
S. Bernal, J.J. Calvino, G.A. Cifredo, J.M. Rodriguez-Izquierdo, V. Perrichon and A. Laachir, J. Chem. Soc. Chem. Commun. (1992) 460.
A. Trovarelli, G. Dolcetti, C. De Leitenburg, J. Kaspar, P. Finetti and A. Santoni, J. Chem. Soc. Faraday Trans. 88 (1992) 1311.
M. Ichikawa, Bull. Chem. Soc. Japan 51 (1978) 2273; J. Catal. 56 (1979) 127.
P.R. Watson and G.A. Somorjai, J. Catal. 72 (1981) 347; 74 (1982) 282.
M.L. Turner, P.K. Byers, H.C. Long and P.M. Maitlis, J. Am. Chem. Soc. 115 (1993) 4417.
F. Ma, G.J. Sunley, I.M. Saez and P.M. Maitlis, J. Chem. Soc. Chem. Commun (1990) 1280.
P.M. Maitlis, F. Ma, J. Martinez, P.K. Byers, I. Saez and G.J. Sunley,Homogeneous Transition Metal Catalyzed Reactions, ACS Advances in Chemistry Series 230 (Am. Chem. Soc., Washington, 1992) p. 565.
S.D. Rosenberg, J.J. Walburn, J.D. Stankovitch, A.E. Balint and H.E. Ramsden, J. Org. Chem. 22 (1957) 1200.
K.R. Krishna and A.T. Bell, Catal. Lett. 14 (1992) 305;
C.A. Mims, L.E. McCandlish and M.T. Melchior, Catal. Lett. 1 (1988) 121;
C.A. Mims, J.J. Krajewski, K.D. Rose and M.T. Melchior, Catal. Lett. 7 (1990) 119;
A.A. Adesina, R.R. Hudgins and P.L. Silveston, Appl. Catal. 62 (1990) 295.
M.P. Doyle, Chem. Rev. 86 (1986) 919;
J. Adams and D.M. Spiro, Tetrahedron 47 (1991) 1765;
A. Padwa, D.J. Austin, S.F. Hornbuckle, M.A. Semones, M.P. Doyle and M.N. Protopopova, J. Am. Chem. Soc. 114 (1992) 1874.
L.A. Paquette, Chem. Rev. 86 (1986) 733.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Turner, M.L., Byers, P.K. & Maitlis, P.M. Cyclopropane formation during carbon monoxide hydrogenation over rhodium-ceria-silica in the presence of tetravinylsilane as probe. Catal Lett 26, 55–60 (1994). https://doi.org/10.1007/BF00824031
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF00824031