Process for the preparation of unsymmetric bis(imino) compounds

Preparation of monoimine compound (I) comprises reacting dicarbonyl compound (II) with an aniline compound (III) in presence of an aliphatic, non-aromatic solvent. Preparation of monoimine compound of formula (I) comprises reacting dicarbonyl compound of formula (II) with an aniline compound of formula (III) in presence of an aliphatic, non-aromatic solvent. Either R 1>, R 2>H, 1-22C-alkyl, 2-22C-alkenyl, 6-22C-aryl, 1-10C-arylalkyl in alkyl residue, 6-20C-aryl, or 5-7 membered heterocycle containing at least one of N, P, O or S, where the organic residues are replaced by halo, NR 11>2, OR 11>or SiR 12>3; and R 3>-R 10>H, 1-22C-alkyl, 2-22C-alkenyl, 6-22C-aryl, 1-10C-arylalkyl in alkyl residue, 6-20C-aryl, NR 11>2, OR 11>, halo, SiR 12>3or 5-7 membered heterocycle, which contains at least an atom of N, P, O or S, where the organic residue R 3>-R 10>can be replaced by halo, CN, NR 11>2, OR 11>or SiR 12>3; or 2(R 1>R 2>)+(R 3>-R 10>) : 5-7 membered heterocycle ring; or 2(R 3>-R 5>), 2(R 6>-R 10>) : 5-7 membered heterocycle ring containing at least one of N, P, O or S; either R 11>H, 1-22C-alkyl, 2-22C-alkenyl, 6-22C-aryl, 1-10C-arylalkyl in alkyl residue, 6-20C-aryl or SiR 12>3, where the organic residue of R 11>can be replaced by halo; and R 12>H, 1-22C-alkyl, 2-22C-alkenyl, 6-22C-aryl or arylalkyl with 1-10C alkyl, or 6-20C-aryl; or 2R 11>+R 12>5-6 membered ring; E 1>-E 3>C (preferred), N or P; and u : 0 (when E 1>-E 3>is N or P) or 1 (when E 1>-E 3>is C). Independent claims are included for: (1) a monoimine compound of formula (Ia); (2) asymmetrical bis(imino)compound of formula (IV); (3) asymmetrical iron complex compound of formula (V); (4) a catalyst system for olefin polymerization comprising at least an iron complex (V), optionally an organic or inorganic carrier, optionally one or more activator, optionally another olefin polymerization suitable catalyst and optionally one or more metal compound of the periodic table; (5) a prepolymerization catalyst system comprising a catalyst system and addition polymerization of one or more linear 2-10C-1-alkene in a density ratio of 1:0.1-1:1000; and (6) a procedure for the manufacture of polyolefin through polymerization or copolymerization of olefin in presence of a catalyst system. A : Cl, Br, I, CF 3or OR 11>; X : F, Cl, Br, I, H, 1-10C-alkyl, 2-10C-alkenyl, 6-20C-aryl, 1-10C-arylalkyl in alkyl residue, 6-20C-aryl, NR 18>2, OR 18>, SR 18>, SO 3R 18>, OC(O)R 18>, CN, SCN, beta -diketonate, CO, BF 4->, PF 6->