Provided is a method for producing a cyclic olefin compound, including a step of producing a cyclic olefin compound by acting a divalent nickel complex represented by General Formula (1) to decarbonylate and decarboxylate an alicyclic dicarboxylic acid anhydride, in which the divalent nickel complex includes at least one specific anionic ligand Y.

Ni(Y).sub.m(L).sub.n  (1) (here, Ni is divalent nickel, Y is an anionic monodentate or polydentate ligand and has at least one Ni-E covalent bond, E is a heteroatom or a π-bonding group, m is 1 or 2, L is a neutral ligand, and n is a real number of 0 to 6)

Provided is a method for producing a cyclic olefin compound, including a step of producing a cyclic olefin compound by acting a divalent nickel complex represented by General Formula (1) to decarbonylate and decarboxylate an alicyclic dicarboxylic acid anhydride, in which the divalent nickel complex includes at least one specific anionic ligand Y.

Ni(Y).sub.m(L).sub.n  (1) (here, Ni is divalent nickel, Y is an anionic monodentate or polydentate ligand and has at least one Ni-E covalent bond, E is a heteroatom or a π-bonding group, m is 1 or 2, L is a neutral ligand, and n is a real number of 0 to 6)

Disclosed is a method for continuously synthesizing a propellane compound. The method includes the following steps: using 1,1-dibromo-2,2-bis(chloromethyl)cyclopropane or a derivative thereof as a raw material to form a ring with a lithium metal agent by a continuous reaction, so as to synthesize the propellane compound. A technical scheme of the present disclosure is applied, and a continuous reaction device is used.

Disclosed is a method for continuously synthesizing a propellane compound. The method includes the following steps: using 1,1-dibromo-2,2-bis(chloromethyl)cyclopropane or a derivative thereof as a raw material to form a ring with a lithium metal agent by a continuous reaction, so as to synthesize the propellane compound. A technical scheme of the present disclosure is applied, and a continuous reaction device is used.

Processes of making [1.1.1]propellane utilize reaction conditions that include reacting 1,1-dibromo-2,2-bis(chloromethyl)cyclopropane with an effective amount of solid magnesium.

Processes of making [1.1.1]propellane utilize reaction conditions that include reacting 1,1-dibromo-2,2-bis(chloromethyl)cyclopropane with an effective amount of solid magnesium.

The present application is related to an improved process for synthesising 1-(difluoromethyl)-3-iodobicyclo[1.1.1]pentane from difluoromethyl iodide and [1.1.1]propellane. Difluoromethyl iodide is made by reacting an iodide salt with chlorodifluoroacetic acid in the presence of a solvent such as sulfolane and an inorganic base, [1.1.1]propellane is synthesised by reacting 1,1-dibromo-2,2-cis(chloromethyl)cyclopropane with a reagent such as magnesium, methyllithium or phenyllithium.

The present application is related to an improved process for synthesising 1-(difluoromethyl)-3-iodobicyclo[1.1.1]pentane from difluoromethyl iodide and [1.1.1]propellane. Difluoromethyl iodide is made by reacting an iodide salt with chlorodifluoroacetic acid in the presence of a solvent such as sulfolane and an inorganic base, [1.1.1]propellane is synthesised by reacting 1,1-dibromo-2,2-cis(chloromethyl)cyclopropane with a reagent such as magnesium, methyllithium or phenyllithium.

A method for converting cedarwood oil into high density fuels including, hydrogenating cedarwood oil in the presence of at least one hydrogenation catalyst to generate hydrogenated cedarwood oil, removing the hydrogenation catalyst from the hydrogenated cedarwood oil, purifying the hydrogenated cedarwood oil to produce a first high density fuel, isomerizing the first high density fuel in the presence of at least one acid catalyst catalyst to generate a hydrocarbon mixture including adamantanes, and distilling the adamantane mixture to produce a second alkyl-adamantane high density fuel.

A method for converting cedarwood oil into high density fuels including, hydrogenating cedarwood oil in the presence of at least one hydrogenation catalyst to generate hydrogenated cedarwood oil, removing the hydrogenation catalyst from the hydrogenated cedarwood oil, purifying the hydrogenated cedarwood oil to produce a first high density fuel, isomerizing the first high density fuel in the presence of at least one acid catalyst catalyst to generate a hydrocarbon mixture including adamantanes, and distilling the adamantane mixture to produce a second alkyl-adamantane high density fuel.