Ligand, metal complex containing ligand, and reaction using metal complex containing ligand

A compound represented by Formula (1a):

• wherein, R1 to R8 are the same or different, and each represents a hydrogen atom, an alkyl group, alkoxy group, or aryl group;
• or wherein, R1 and R2, R2 and R3, R3 and R4, R4 and R5, and R5 and R6 are respectively bonded to each other to form a bivalent hydrocarbon group;
• R9 are the same or different, and each represents an alkyl group, cycloalkyl group, or aryl group;
• Z are the same or different, and each represents a phosphorus atom-protecting group;
• p each represents 1;
• the formula excluding a case where R1, R2, and R5 to R8 are hydrogen atoms, R3 and R4 are bonded to form a group represented by —CH═CH—, and R9 is a t-butyl group.

A compound represented by Formula (2a):

• wherein, R1 to R8 are the same or different, and each represents a hydrogen atom, an alkyl group, alkoxy group, or aryl group;
• or wherein, R1 and R2, R2 and R3, R3 and R4, R4 and R5, and R5 and R6 are respectively bonded to each other to form a bivalent hydrocarbon group;
• R9 are the same or different, and each represents an alkyl group, cycloalkyl group, or aryl group;
• M is nickel (Ni), cobalt (Co), iron (Fe), rhodium (Rh), iridium (Ir), platinum (Pt), palladium (Pd), gold (Au) or copper (Cu);
• X is a ligand;
• n is 0, 1 or 2;
• the formula excluding a case where R1, R2, and R5 to R8 are hydrogen atoms, R3 and R4 are bonded to form a group represented by —CH2═CH2—, and R9 is a t-butyl group.

A catalyst for dehydrogenation reaction, represented by Formula (2a):

• wherein, R1 to R8 are the same or different, and each represents a hydrogen atom, alkyl group, alkoxy group, or aryl group;
• or wherein, R1 and R2, R2 and R3, R3 and R4, R4 and R5, and R5 and R6 are respectively bonded to each other to form a bivalent hydrocarbon group;
• R9 are the same or different, and each represents an alkyl group, cyclo alkyl group, or aryl group;
• M is nickel (Ni), cobalt (Co), iron (Fe), rhodium (Rh), iridium (Ir), platinum (Pt), palladium (Pd), gold (Au) or copper (Cu);
• X is a ligand;
• n is 0, 1 or 2;
• the formula excluding a case where R1, R2, and R5 to R8 are hydrogen atoms, R3 and R4 are bonded to form a group represented by —CH2═CH2—, and R9 is a t-butyl group.

A catalyst for hydrogenation reaction, represented by Formula (2):

• wherein, R1 to R8 are the same or different, and each represents a hydrogen atom, alkyl group, alkoxy group, or aryl group;
• or wherein, R1 and R2, R2 and R3, R3 and R4, R4 and R5, and R5 and R6 are respectively bonded to each other to form a bivalent hydrocarbon group;
• R9 are the same or different, and each represents an alkyl group, cycloalkyl group, or aryl group;
• M is ruthenium (Ru), nickel (Ni), cobalt (Co), iron (Fe), rhodium (Rh), iridium (Ir), platinum (Pt), palladium (Pd), gold (Au) or copper (Cu);
• X is a ligand;
• and
• n is 0, 1 or 2.

A compound represented by Formula (1a):

• wherein, R1 to R8 are the same or different, and each represents a hydrogen atom, alkyl group, alkoxy group, or aryl group;
• or wherein, R1 and R2, R2 and R3, R3 and R4, R4 and R5, and R5 and R6 are respectively bonded to each other to form a bivalent hydrocarbon group;
• R9 are the same or different, and each represents an alkyl group or cycloalkyl group;
• Z are the same or different, and each represents a phosphorus atom-protecting group;
• p are the same or different, and each represents 0 or 1.

A compound represented by Formula (2a):

• wherein, R1 to R8 are the same or different, and each represents a hydrogen atom, alkyl group, alkoxy group, or aryl group;
• or wherein, R1 and R2, R2 and R3, R3 and R4, R4 and R5, and R5 and R6 are respectively bonded to each other to form a bivalent hydrocarbon group;
• R9 are the same or different, and each represents an alkyl group or cycloalkyl group in which a carbon atom bonded to a phosphorus atom is bonded to at least one hydrogen atom;
• M is ruthenium (Ru), nickel (Ni), cobalt (Co), iron (Fe), rhodium (Rh), iridium (Ir), platinum (Pt), palladium (Pd), gold (Au) or copper (Cu);
• X is a ligand;
• and
• n is 0, 1 or 2.

A catalyst for dehydrogenation reaction, represented by Formula (2a):

• wherein, R1 to R8 are the same or different, and each represents a hydrogen atom, alkyl group, alkoxy group, or aryl group;
• or wherein, R1 and R2, R2 and R3, R3 and R4, R4 and R5, and R5 and R6 are respectively bonded to each other to form a bivalent hydrocarbon group;
• R9 are the same or different, and each represents an alkyl group or cyclo alkyl group in which a carbon atom bonded to a phosphorus atom is bonded to at least one hydrogen atom;
• M is ruthenium (Ru), nickel (Ni), cobalt (Co), iron (Fe), rhodium (Rh), iridium (Ir), platinum (Pt), palladium (Pd), gold (Au) or copper (Cu);
• X is a ligand;
• n is 0, 1 or 2.

A compound represented by Formula (2a):

• wherein, R1 to R8 are the same or different, and each represents a hydrogen atom, alkyl group, alkoxy group, or aryl group;
• or wherein, R1 and R2, R2 and R3, R3 and R4, R4 and R5, and R5 and R6 are respectively bonded to each other to form a bivalent hydrocarbon group;
• R9 are the same or different, and each represents an alkyl group or cyclo alkyl group;
• M is ruthenium (Ru), nickel (Ni), cobalt (Co), iron (Fe), rhodium (Rh), iridium (Ir), platinum (Pt), palladium (Pd), gold (Au) or copper (Cu);
• X is a ligand;
• n is 0, 1 or 2.

A catalyst for dehydrogenation reaction, represented by Formula (2a):

• wherein, R1 to R8 are the same or different, and each represents a hydrogen atom, alkyl group, alkoxy group, or aryl group;
• or wherein, R1 and R2, R2 and R3, R3 and R4, R4 and R5, and R5 and R6 are respectively bonded to each other to form a bivalent hydrocarbon group;
• R9 are the same or different, and each represents an alkyl group or cycloalkyl group;
• M is ruthenium (Ru), nickel (Ni), cobalt (Co), iron (Fe), rhodium (Rh), iridium (Ir), platinum (Pt), palladium (Pd), gold (Au) or copper (Cu);
• X is a ligand;
• n is 0, 1 or 2.