Method for producing homocoupling reaction product

A method for producing a homocoupling reaction product of an organic halogen compound represented by formula (I), the method comprising subjecting one organic halogen compound represented by formula (I):

• wherein 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;
• and m is a number of X and represents an integer of 1 or more,
• to a homocoupling reaction in the presence of a nickel catalyst comprising one or more selected from the group consisting of zero-valent nickel complexes including Ni(0), divalent nickel complexes including Ni(II), salts of zero-valent Ni, and salts of divalent Ni under a condition (a) and/or a condition (b) by a mechanochemical method:
• Condition (a):
• a condition where an 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.