Anthracene derivatives each having a structure including an anthracene skeleton, a phenanthrene skeleton selected from among various phenanthrene skeletons different in bonding site which is bonded to the 9-position of the anthracene skeleton and a group selected from among various aryl groups and so on which is bonded to the 10-position of the anthracene skeleton. Organic EL devices made by using the derivatives exhibit high light emission efficiency and a long life.

Anthracene derivatives each having a structure including an anthracene skeleton, a phenanthrene skeleton selected from among various phenanthrene skeletons different in bonding site which is bonded to the 9-position of the anthracene skeleton and a group selected from among various aryl groups and so on which is bonded to the 10-position of the anthracene skeleton. Organic EL devices made by using the derivatives exhibit high light emission efficiency and a long life.

Provided are a novel metallocene compound, a metallocene-supported catalyst, and a method of preparing a polyolefin using the same. The metallocene-supported catalyst according to the present disclosure exhibits a high polymerization activity even when the metallocene compound is supported on a support, thereby showing an excellent activity and preparing a polyolefin having a high molecular weight.

Provided are a novel metallocene compound, a metallocene-supported catalyst, and a method of preparing a polyolefin using the same. The metallocene-supported catalyst according to the present disclosure exhibits a high polymerization activity even when the metallocene compound is supported on a support, thereby showing an excellent activity and preparing a polyolefin having a high molecular weight.

A complex of formula (I) wherein M is zirconium or hafnium; each X independently is a sigma ligand; L is a divalent bridge selected from R.sub.2C, R.sub.2CCR.sub.2, R.sub.2Si, R.sub.2SiSiR.sub.2, R.sub.2Ge, wherein each R is independently a hydrogen atom or a C.sub.1-C.sub.20-hydrocarbyl group optionally containing one or more silicon atoms or heteroatoms of Group 14-16 of the periodic table or fluorine atoms, and optionally two R groups taken together can form a ring; R.sup.2 and R.sup.2 are each independently a C.sub.1-C.sub.20 hydrocarbyl group, OC.sub.1-hydrocarbyl group or SC.sub.1-20 hydrocarbyl group; R.sup.5 is a OC.sub.1-20 hydrocarbyl group or SC.sub.1-20 hydrocarbyl group, said R.sup.5 group being optionally substituted by one or more halo groups; R.sup.5 is hydrogen or a C.sub.1-20 hydrocarbyl group; OC.sub.1-20 hydrocarbyl group or SC.sub.1-20 hydrocarbyl group; said C.sub.1-20 hydrocarbyl group being optionally substituted by one or more halo groups; R.sup.6 and R.sup.6 are each independently a C.sub.1-20 hydrocarbyl group; C.sub.1-20 hydrocarbyl group or SC.sub.1-20 hydrocarbyl group; each R.sup.1 and R.sup.1 are independently CH.sub.2R.sup.x wherein R.sup.x are each independently H, or a C.sub.1-20 hydrocarbyl group, optionally containing heteroatoms.

##STR00001##

A complex of formula (I) wherein M is zirconium or hafnium; each X independently is a sigma ligand; L is a divalent bridge selected from R.sub.2C, R.sub.2CCR.sub.2, R.sub.2Si, R.sub.2SiSiR.sub.2, R.sub.2Ge, wherein each R is independently a hydrogen atom or a C.sub.1-C.sub.20-hydrocarbyl group optionally containing one or more silicon atoms or heteroatoms of Group 14-16 of the periodic table or fluorine atoms, and optionally two R groups taken together can form a ring; R.sup.2 and R.sup.2 are each independently a C.sub.1-C.sub.20 hydrocarbyl group, OC.sub.1-hydrocarbyl group or SC.sub.1-20 hydrocarbyl group; R.sup.5 is a OC.sub.1-20 hydrocarbyl group or SC.sub.1-20 hydrocarbyl group, said R.sup.5 group being optionally substituted by one or more halo groups; R.sup.5 is hydrogen or a C.sub.1-20 hydrocarbyl group; OC.sub.1-20 hydrocarbyl group or SC.sub.1-20 hydrocarbyl group; said C.sub.1-20 hydrocarbyl group being optionally substituted by one or more halo groups; R.sup.6 and R.sup.6 are each independently a C.sub.1-20 hydrocarbyl group; C.sub.1-20 hydrocarbyl group or SC.sub.1-20 hydrocarbyl group; each R.sup.1 and R.sup.1 are independently CH.sub.2R.sup.x wherein R.sup.x are each independently H, or a C.sub.1-20 hydrocarbyl group, optionally containing heteroatoms.

##STR00001##

Methods of preparing unsaturated compounds or analogs through dehydrogenation of corresponding saturated compounds and/or hydrogenation of aromatic compounds are disclosed.

Methods of preparing unsaturated compounds or analogs through dehydrogenation of corresponding saturated compounds and/or hydrogenation of aromatic compounds are disclosed.

A mononuclear iron bivalent complex having iron-silicon bonds, which is represented by formula (1), can exhibit an excellent catalytic activity in at least one reaction selected from three reactions, i.e., a hydrosilylation reaction, a hydrogenation reaction and a reaction for reducing a carbonyl compound. ##STR00001## (In the formula, R.sup.1 to R.sup.6 independently represent a hydrogen atom, an alkyl group which may be substituted by X, or the like; X represents a halogen atom, or the like; L.sup.1 represents at least one two-electron ligand selected from an isonitrile ligand, an amine ligand, an imine ligand, a nitrogenated heterocyclic ring, a phosphine ligand, a phosphite ligand and a sulfide ligand, wherein, when multiple L.sup.1's are present, two L.sup.1's may be bonded to each other; L.sup.2 represents a two-electron ligand that is different from a CO ligand or the above-mentioned L.sup.1, wherein, when multiple L.sup.2's are present, two L.sup.2's may be bonded to each other; and m.sup.1 represents an integer of 1 to 4 and m.sup.2 represents an integer of 0 to 3, wherein the sum total of m.sup.1 and m.sup.2 (i.e., m.sup.1+m.sup.2) satisfies 3 or 4.)

A mononuclear iron bivalent complex having iron-silicon bonds, which is represented by formula (1), can exhibit an excellent catalytic activity in at least one reaction selected from three reactions, i.e., a hydrosilylation reaction, a hydrogenation reaction and a reaction for reducing a carbonyl compound. ##STR00001## (In the formula, R.sup.1 to R.sup.6 independently represent a hydrogen atom, an alkyl group which may be substituted by X, or the like; X represents a halogen atom, or the like; L.sup.1 represents at least one two-electron ligand selected from an isonitrile ligand, an amine ligand, an imine ligand, a nitrogenated heterocyclic ring, a phosphine ligand, a phosphite ligand and a sulfide ligand, wherein, when multiple L.sup.1's are present, two L.sup.1's may be bonded to each other; L.sup.2 represents a two-electron ligand that is different from a CO ligand or the above-mentioned L.sup.1, wherein, when multiple L.sup.2's are present, two L.sup.2's may be bonded to each other; and m.sup.1 represents an integer of 1 to 4 and m.sup.2 represents an integer of 0 to 3, wherein the sum total of m.sup.1 and m.sup.2 (i.e., m.sup.1+m.sup.2) satisfies 3 or 4.)