A highly pure optically active proton pump inhibitor compound can be produced safely and inexpensively in a high yield and enantioselectivity by a method of producing an optically active sulfoxide of Formula 2 or a salt thereof, comprising oxidizing a sulfide of Formula 1 or a salt thereof with hydrogen peroxide using an iron salt in the presence of a chiral ligand of Formula 3; wherein A is CH or N; R.sup.1 is hydrogen atom, an alkyl optionally substituted by halogen(s), or an alkoxy optionally substituted by halogen(s); one to three R.sup.2 may exist, and each of R.sup.2 is independently an alkyl, a dialkylamino, or an alkoxy optionally substituted by halogen(s) or alkoxy(s); each of R.sup.3 is independently hydrogen atom, a halogen, cyano or the like; R.sup.4 is a tertiary alkyl; and * and ** represent respectively R configuration or S configuration.

##STR00001##

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).

In one aspect, phosphine compounds comprising three adamantyl moieties (PAd.sub.3) and associated synthetic routes are described herein. Each adamantyl moiety may be the same or different. For example, each adamantyl moiety (Ad) attached to the phosphorus atom can be independently selected from the group consisting of adamantane, diamantane, triamantane and derivatives thereof. Transition metal complexes comprising PAd.sub.3 ligands are also provided for catalytic synthesis including catalytic cross-coupling reactions.

Provided herein, in part, is a new class of sterically bulky, easily prepared N-heterocyclic carbene (NHC) ligands of Formula I, or a salt, solvate, geometric isomer, or stereoisomer thereof. The ligands are readily synthetically accessible exploiting the cost-effective, modular alkylation of anilines. The NHC ligands of the present disclosure can be used to prepare effective catalysts with transition metals, including the compound of Formula II, or a salt, solvate, geometric isomer, or stereoisomer thereof. In certain embodiments, the transition metal is Pd.

Catalyst systems suitable for tetramerizing ethylene to form 1-octene may include a catalyst comprising a chromium compound coordinated with a ligand and a co-catalyst comprising an organoaluminum compound. The ligand may include have a chemical structure according to formula (I), wherein at least one of R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, R.sub.10, R.sub.11, and R.sub.12 have the structure according to formula (II) wherein R.sub.A, R.sub.B, R.sub.C, and R.sub.D and the remainder of R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, R.sub.10, R.sub.11, and R.sub.12 are independently chosen from a hydrogen or a (C.sub.1-C.sub.50) hydrocarbyl group.

In one aspect, phosphine compounds comprising three adamantyl moieties (PAd.sub.3) and associated synthetic routes are described herein. Each adamantyl moiety may be the same or different. For example, each adamantyl moiety (Ad) attached to the phosphorus atom can be independently selected from the group consisting of adamantane, diamantane, triamantane and derivatives thereof. Transition metal complexes comprising PAd.sub.3 ligands are also provided for catalytic synthesis including catalytic cross-coupling reactions.

This invention relates to transition metal complexes of a dianionic, tridentate ligand that features a central neutral heterocyclic Lewis base and two phenolate donors, where the tridentate ligand coordinates to the metal center to form two eight-membered rings. Preferably the bis(phenolate) complexes are represented by Formula (I): ##STR00001##
where M, L, X, m, n, E, E′, Q, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.1′, R.sup.2′, R.sup.3′, R.sup.4′, A.sup.1, A.sup.1′, ##STR00002##
are as defined herein, where A.sup.1QA.sup.1′ are part of a heterocyclic Lewis base containing 4 to 40 non-hydrogen atoms that links A.sup.2 to A.sup.2′ via a 3-atom bridge with Q being the central atom of the 3-atom bridge.

The present disclosure relates to bis(aryl phenolate) Lewis base catalysts. Catalysts, catalyst systems, and processes of the present disclosure can provide high temperature ethylene polymerization, propylene polymerization, or copolymerization as the bis(aryl phenolate) Lewis base catalysts are stable at high polymerization temperatures and have good activity at the high polymerization temperatures. The stable catalysts with good activity can provide formation of polymers having high molecular weights and the ability to make an increased amount of polymer in a given reactor, as compared to conventional catalysts. Hence, the present disclosure demonstrates highly active catalysts capable of operating at high reactor temperatures while producing polymers with controlled molecular weights and or robust isotacticity.

Nitrogen heterocyclic carbine ligands and ruthenium catalysts thereof, a preparation method therefor and an application thereof are provided. The structures of the nitrogen heterocyclic carbine ligands are represented by formulas Ia and Ib, respectively, and the corresponding ruthenium catalyst structures are represented by IIa and IIb, respectively. After simultaneously introducing large-steric hindrance and electron-rich groups into the described nitrogen heterocyclic carbine ligand structures, the catalytic activity, stability and application range of the ruthenium complex catalysts thereof are significantly improved.

##STR00001##

This invention relates to supported catalyst compositions of transition metal complexes of a dianionic, tridentate ligand that features a central neutral heterocyclic Lewis base and two phenolate donors, where the tridentate ligand coordinates to the metal center to form two eight-membered rings. Preferably the bis(phenolate) complexes are represented by Formula (I): ##STR00001##
where M, L, X, m, n, E, E′, Q, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.1′, R.sup.2′, R.sup.3′, R.sup.4′, A.sup.1, A.sup.1′, A.sup.3A.sup.2, and A.sup.2′A.sup.3′ are as defined herein, where A.sup.1QA.sup.1′ are part of a heterocyclic Lewis base containing 4 to 40 non-hydrogen atoms that links A.sup.2 to A.sup.2′ via a 3-atom bridge with Q being the central atom of the 3-atom bridge.