Patent ID: 6242658
Filing Date: 2001-06-05
Classification: C07B,C07C,C07F

Abstract:
A process for the manufacture of a product compound of the formula HC(R.sup.1).sub.2 C(R.sup.1).sub.2 C(R.sup.2).sub.2 C(R.sup.2).sub.2 H wherein each R.sup.1 is independently selected from the group consisting of H, F, Cl, CN, R, OR, CO.sub.2 R, C(O)R, OC(O)R, R.sup.f, OR.sup.f, CO.sub.2 R.sup.f, C(O)R.sup.f and OC(O)R.sup.f, where R is a hydrocarbyl group and R.sup.f is a C.sub.1 to C.sub.10 polyfluoroalkyl group, provided that at least one R.sup.1 is F, and wherein each R.sup.2 is independently selected from the group consisting of H, F, Cl, CN, R, OR, CO.sub.2 R, C(O)R, OC(O)R, R.sup.f, OR.sup.f, CO.sub.2 R.sup.f, C(O)R.sup.f, OC(O)R.sup.f and difunctional linkages where an R.sup.2 on each of two adjacent carbon atoms together form a link selected from the group consisting of --CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH(CH.sub.3)--, --CH.sub.2 CH(CH.sub.3)CH.sub.2 --, --C(O)OC(O)--, and norborndiyl, comprising:reacting a metallacycle of the formula ##STR15##wherein R.sup.1 and R.sup.2 are as defined above, and wherein each L is a ligand independently selected from the group consisting of a phosphite of the formula P(OR.sup.3).sub.3, ##STR16##and (R.sub.3 O).sub.2 POP(OR.sub.3).sub.2 ; each R.sup.3 is independently selected the group consisting of CH.sub.2 CR.sup.6 R.sup.7 R.sup.8 ; each R.sup.6, R.sup.7, and R.sup.8 is independently selected from the group consisting of C.sub.1 to C.sub.10 alkyl, benzyl, phenyl, and phenyl substituted with one or more R.sup.10, provided that two of R.sup.6, R.sup.7, and R.sup.8 in a R.sup.3 may be co-joined to provide a C.sub.5 to C.sub.7 cycloalkane ring, and that all three of R.sup.6, R.sup.7, and R.sup.8 in an R.sup.3 may together form an adamantyl group; each R.sup.10 is independently selected from the group consisting of C.sub.1 to C.sub.4 alkyl, F, Cl, Br, N(R.sup.9).sub.2, OR.sup.9 and CO.sub.2 R.sup.9 where each R.sup.9 is independently selected from the group consisting of H and C.sub.1 to C.sub.4 alkyl; each R.sup.4 is independently selected from the group consisting of C.sub.1 to C.sub.4 alkyl; and m is an integer from 1 to 2, with hydrogen.