Process for producing organotitanium compound and process for addition reaction

A process for producing an organotitanium compound which comprises reacting an acetylene compound represented by the formula (8) below in the presence of a titanium compound represented by the formula (2) below and a Grignard reagent represented by the formula (3) below with a compound represented by the formula (5) below, thereby giving said titanium compound represented by the formula (9) and/or (10) below

• where R1 denotes a C1-20 alkyl group {which may be substituted with a C1-6 alkoxy group (which may be substituted with a phenyl group) or OSiR7R8R9 (where R7, R8, and R9 denote mutually independently a C1-6 alkyl group or phenyl group)}, C3-20 alkenyl group, C1-6 alkoxy group, C1-6 alkoxycarbonyl group, C1-6 alkylaminocarbonyl group, di-C1-6-alkyaminocarbonyl group, phenyl group (which may be substituted with a C1-6 alkyl group, C1-6 alkoxy group, C1-6 alkoxycarbonyl group, C1-6 alkylaminocarbonyl group, or di-C1-6-alkylaminocarbonyl group), furyl group, amino group, SiR7R8R9 (where R7, R8, and R9 are defined as above), or SnR10R11R12 (where R10, R11, and R12 denote mutually independently a halogen atom, C1-6 alkyl group, or phenyl group);
• R4 denotes a hydrogen atom, C1-20 alkyl group, C1-6 alkoxy group, C1-6 alkoxycarbonyl group, C1-6 alkylaminocarbonyl group, di-C1-6-alkylaminocarbonyl group, phenyl group (which may be substituted with a C1-6 alkyl group, C1-6 alkoxy group, C1-6 alkoxycarbonyl group, C1-6 alkylaminocarbonyl group, or di-C1-6-alkylaminocarbonyl group), furyl group, amino group, SiR7R8R9 (where R7, R8, and R9 are defined as above), or SnR10R11R12 (where R10, R11, and R12 are defined as above);
• and Y denotes Z1-Z2-Z3 or Z4-Z5-Z6-Z7 {where Z1, Z3, Z4, Z5, and Z7 denote mutually independently C═O or CR14R15 (where R14 and R15 denote mutually independently a hydrogen atom or C1-6 alkyl group (which may be substituted with a C1-6 alkoxy group (which may be substituted with a phenyl group) or OSiR7R8R9 (where R7, R8, and R9 are defined as above))>, Z2 and Z6 denote mutually independently O, S, C═O, NR16 <where R16 denotes a C1-6 alkyl group (which may be substituted with a C1-6 alkoxy group (which may be substituted with a C1-6 alkoxy group (which may be substituted with a phenyl group) or OSiR7R8R9 (where R7, R8, and R9 are defined as above))>, or CR14′R15′ (where R14′ and R15′ denote mutually independently a hydrogen atom or C1-6 alkyl group (which may be substituted with a C1-6 alkoxy group (which may be substituted with a phenyl group) or OSiR7R8R9 (where R7, R8, and R9 are defined as above))>}
• TiX1X2X3X4 (2)
• where X1, X2, X3, and X4 denote mutually independently a halogen atom, C1-6 alkoxy group {which may be substituted with a phenyl group (which may be substituted with a C1-6 alkyl group, C1-6 alkoxy group, or phenyl group), or a naphthyl group)}, phenoxy group (which may be substituted with a C1-6 alkyl group, C1-6 alkoxy group, or phenyl group), or naphthoxy group
• RMgX5 (3)
• where R denotes a C2-8 alkyl group having a hydrogen atom at the β position, and X5 denotes a halogen atom
• where R5 denotes a hydrogen atom, C1-20 alkyl group, or phenyl group (which may be substituted with a C1-6 alkyl group, C1-6 alkoxy group, C1-6 alkoxycarbonyl group, C1-6 alkylaminocarbonyl group, or di-C1-6-alkylaminocarbonyl group), Z denotes CR′ (where R′ denotes a hydrogen atom or C1-20 alkyl group) or a nitrogen atom;
• X6 denotes a halogen atom, C1-6 alkoxy group {which may be substituted with a phenyl group (which may be substituted with a C1-6 alkyl group, C1-6 alkoxy group, and phenyl group), or naphthyl group}, phenoxy group (which may be substituted with a C1-6 alkyl group, C1-6 alkoxy group, or phenyl group), naphthoxy group, SOnR6 {where R6 denotes a C1-6 alkyl group or phenyl group (which may be substituted with a halogen atom or C1-6 alkyl group) and n denotes 1 or 2}, OSO2R6 (where R6 is defined as above), or OP(O)(OR13)2 group (where R13 denotes a C1-6 alkyl group);
• and m denotes 0 or 1
• where R1, R4, R5, Y, Z, X6, and m are defined as above;
• and Xp and Xq denote any of X1˜X4 (which are defined as above).