An object is to provide a method for producing a homocoupling
reaction product, which can be carried out substantially without the use of organic solvents, allows a reaction to be carried out under mild
reaction conditions by a simple reaction operation, allows a wide range of organic
halogen compounds to be used as raw materials, can provide a
reaction product in a short time in high yield, and can provide a
reaction product having a high molecular weight. Provided as a solution is a method for producing a homocoupling reaction product of an organic
halogen compound represented by formula (I), the method including subjecting the organic
halogen compound represented by formula (I); A1-Xm (I) (In formula (I), A1 represents an optionally substituted m-valent
aromatic hydrocarbon group, an optionally substituted m-valent aromatic heterocyclic group, an optionally substituted m-valent heterocyclic group, an optionally substituted m-valent
aliphatic hydrocarbon group, or an optionally substituted m-valent unsaturated
aliphatic hydrocarbon group. X represents
chlorine,
bromine, or
iodine, and when a plurality of X's are present, they may be identical to or different from each other. m is the number of X and represents an integer of 1 or more.) to a reaction in the presence of a
nickel catalyst under a condition (a) and / or a condition (b); Condition (a): a condition where the amount of a
solvent used is 0.8 mL or less relative to 1 mmol of the organic halogen compound, Condition (b): a condition where a
heteroatom-containing compound is present, by a mechanochemical method.