The present invention provides an organometal catalyst having a cationic metal complex and a borate-based bulky anion, where the metal is one or more selected from the group consisting of metals in group 13, a method for preparing the same, and a method for preparing an oligomer or a polymer using the same.

Provided in this disclosure are zirconium and hafnium complexes that contain 1) a cyclopentadienyl ligand; 2) an adamantyl-phosphinimine ligand; and 3) at least one other ligand. The use of such a complex, in combination with an activator, as an olefin polymerization catalyst is demonstrated. The catalysts are effective for the copolymerization of ethylene with an alpha olefin (such as 1-butene, 1-hexene, or 1-octene).

Phosphine phosphonate and phenoxyphosphine ligands bearing polyethylene glycol (PEG) chains are used as described herein to produce heterobimetallic catalysts. The ligands can be metallated selectively with palladium or nickel and secondary metal ions to provide well-defined heterobimetallic compounds. These heterobimetallic complexes exhibit accelerated reaction rates and greater thermal stability in olefin polymerization compared to other catalysts.

Provided are methods of forming a carbon-carbon bond between a first compound and a second compound through a hydroarylation chemical reaction. The methods include contacting the first compound and the second compound in the presence of an acid catalyst. The methods include forming a carbon-carbon bond wherein the first compound includes a first aryl group that is electron-deficient. Provided is a method of generating a quaternary carbon through a hydroarylation chemical reaction.

Catalyst systems suitable for tetramerizing ethylene to form 1-octene may include a catalyst having a structure according to Formula (VI) or Formula (VII). In Formulas (VI) and (VII), X is a halogen, a (C.sub.2-C.sub.30) carboxylate, acetylacetonate, or a (C.sub.1-C.sub.30) hydrocarbyl; L.sub.1 is a neutral coordinating ligand; n is an integer from 0 to 6; Y is a (C.sub.6-C.sub.20)fluorine-substituted aryl, a (C.sub.6-C.sub.20)fluorine-substituted aryloxy, or a (C.sub.1-C.sub.20)fluorine-substituted alkoxy; and L∩L is a bidentate chelating ligand. The catalyst system may also include an aluminum containing agent which includes a reaction product of an organoaluminum compound and an antifouling compound. The antifouling compound may include one or more quaternary salts.

Catalyst systems suitable for tetramerizing ethylene to form 1-octene may include a catalyst having a structure according to Formula (VI) or Formula (VII). In Formulas (VI) and (VII), X is a halogen, a (C.sub.2-C.sub.30) carboxylate, acetylacetonate, or a (C.sub.1-C.sub.30) hydrocarbyl; L.sub.1 is a neutral coordinating ligand; n is an integer from 0 to 6; Y is a (C.sub.6-C.sub.20)fluorine-substituted aryl, a (C.sub.6-C.sub.20)fluorine-substituted aryloxy, or a (C.sub.1-C.sub.20)fluorine-substituted alkoxy; and L∩L is a bidentate chelating ligand. The catalyst system may also include an aluminum containing agent which includes a reaction product of an organoaluminum compound and an antifouling compound. The antifouling compound may include one or more organic acids, organic acid salts, esters, anhydrides, or combinations of these.

A transition metal-based heterogeneous carbonylation reaction catalyst has an excellent catalytic activity and selectivity in the carbonylation reaction and is easily separated from a product, by crosslinking polymerizing a transition metal-based homogeneous catalyst unit through a Friedel-Craft reaction. The catalyst may be used in a method for preparing lactone. The transition metal-based heterogeneous carbonylation reaction catalyst allows to produce lactone or succinic anhydride with an epoxide compound while showing a high selectivity, and can be applied in industrial very usefully due to easy separation from the product and thus reusing thereof.

The present invention provides a method for preparing a butene oligomer including a step of oligomerizing a polymerization solution including a halogenated hydrocarbon solvent, a nonpolar hydrocarbon solvent and an isobutene monomer in the presence of an organometal catalyst.

Phosphine phosphonate and phenoxyphosphine ligands bearing polyethylene glycol (PEG) chains are used as described herein to produce heterobimetallic catalysts. The ligands can be metallated selectively with palladium or nickel and secondary metal ions to provide well-defined heterobimetallic compounds. These heterobimetallic complexes exhibit accelerated reaction rates and greater thermal stability in olefin polymerization compared to other catalysts.

Catalyst systems suitable for tetramerizing ethylene to form 1-octene may include a catalyst having a structure according to Formula (VI) or Formula (VII). In Formulas (VI) and (VII), X is a halogen, a (C.sub.2-C.sub.30) carboxylate, acetylacetonate, or a (C.sub.1-C.sub.30) hydrocarbyl; L.sub.1 is a neutral coordinating ligand; n is an integer from 0 to 6; Y is a (C.sub.6-C.sub.20)fluorine-substituted aryl, a (C.sub.6-C.sub.20)fluorine-substituted aryloxy, or a (C.sub.1-C.sub.20)fluorine-substituted alkoxy; and L∩L is a bidentate chelating ligand. The catalyst system may also include an aluminum containing agent which includes a reaction product of an organoaluminum compound and an antifouling compound. The antifouling compound may include one or more quaternary salts.