Radical generating catalyst, method for producing radical, method for producing oxidation reaction product, drug, and drug for agriculture and livestock

A radical generating catalyst comprising:

• an ammonium salt represented by the following chemical formula (XI) (excluding peroxodisulfate) and having a Lewis acidity of 0.4 eV or more, wherein
• the radical generating catalyst catalyzes radical generation from a radical source in a liquid that is not acidic, and
• the radical source is at least one selected from the group consisting of halogenous acids, halite ions, and halites:
• where in the chemical formula (XI),
• R11, R21, R31, and R41 are each a hydrogen atom or an alkyl group and may each comprise an ether bond, a carbonyl group, an ester bond, or an amide bond, or an aromatic ring,
• and R11, R21, R31, and R41 may be the same or different from each other, and
• X− is an anion (excluding a peroxodisulfate ion).

A radical generating catalyst comprising:

• an ammonium salt represented by the following chemical formula (XI) and having a Lewis acidity of 0.4 eV or more, wherein
• the radical generating catalyst catalyzes radical generation from a radical source in the presence of an oxidizing agent,
• the oxidizing agent is O2, and
• the radical source is at least one selected from the group consisting of:
• nitrogen-containing aromatic cation derivatives represented by the following formulae (A-1) to (A-8);
• 9-substituted acridinium ions represented by the following formula (A-9);
• quinolinium ion derivatives represented by the following formula (I);
• stereoisomers and tautomers thereof, and salts thereof:
• where in the chemical formula (XI),
• R11, R21, R31, and R41 are each a hydrogen atom or an alkyl group and may each comprise an ether bond, a carbonyl group, an ester bond, or an amide bond, or an aromatic ring, and R11, R21, R31, and R41 may be the same or different from each other, and
• X− is an anion,
• where in the formulae (A-1) to (A-8) and (A-9),
• R is a hydrogen atom or any substituent,
• Ar is an electron donor group, and the number of Ars may be one or more, and when a plurality of Ars are present, they may be the same or different from each other,
• a nitrogen-containing aromatic ring that forms a nitrogen-containing aromatic cation may or may not have at least one substituent other than R and Ar, and
• in the formula (I),
• R1 is a hydrogen atom or any substituent,
• Ar1 to Ar3 are each a hydrogen atom or the electron donor group and may be the same or different from each other, and at least one of Ar1 to Ar3 is the electron donor group.

A method for producing a radical, the method comprising:

• mixing a Lewis acid having a Lewis acidity of 0.4 eV or more (excluding peroxodisulfate) with a radical source;
• and
• reacting the Lewis acid with the radical source in a liquid, wherein
• the Lewis acid having a Lewis acidity of 0.4 eV or more comprises an inorganic substance, and
• the radical source is at least one selected from the group consisting of halogenous acids, halite ions, and halites.

A method for producing an oxidation reaction product by oxidizing a substance to be oxidized, the method comprising:

• a radical production step of producing a radical by a method comprising:
• mixing a Lewis acid having a Lewis acidity of 0.4 eV or more (excluding peroxodisulfate) with a radical source;
• and
• reacting the Lewis acid with the radical source in a liquid that is not acidic, wherein
• the radical source is at least one selected from the group consisting of halogenous acids, halite ions, and halites;
• and
• reacting the substance to be oxidized with an oxidizing agent by action of the radical, thereby generating the oxidation reaction product.