N-N-bis(2-dialkylphosphinoethyl)amine-borane complex and production method therefor, and method for producing ruthenium complex containing N,N-bis(2-dialkylphosphinoethyl)amine as ligand

A method for producing a ruthenium complex having the following formula (5):

• wherein the solid line represents a single bond, the triple line represents a triple bond, and the dashed line represents a coordination bond;
• C represents a carbon atom, H represents a hydrogen atom, N represents a nitrogen atom, O represents an oxygen atom, P represents a phosphorus atom, and Ru represents a ruthenium atom;
• X represents an anionic group;
• R1 and R2 each independently represent an optionally substituted alkyl group or an optionally substituted cycloalkyl group, wherein R1 and R2, which are adjacent to each other, may bind together to form an optionally substituted ring;
• R3, R4, R5, R6, R7, R8, R9 and R10 each independently represent a hydrogen atom or a group selected from the group consisting of an optionally substituted alkyl group, an optionally substituted cycloalkyl group, an optionally substituted alkenyl group, an optionally substituted aryl group, and an optionally substituted aralkyl group, wherein any two of R3 to R10 may bind together to form an optionally substituted ring, the method comprising:
• reacting a compound having the following formula (3):
• wherein the solid line represents a single bond;
• B represents a boron atom, C represents a carbon atom, H represents a hydrogen atom, N represents a nitrogen atom, and P represents a phosphorus atom;
• R1 and R2 each independently represent an optionally substituted alkyl group or an optionally substituted cycloalkyl group, wherein R1 and R2, which are adjacent to each other, may bind together to form an optionally substituted ring;
• R3, R4, R5, R6, R7, R8, R9 and R10 each independently represent a hydrogen atom or a group selected from the group consisting of an optionally substituted alkyl group, an optionally substituted cycloalkyl group, an optionally substituted alkenyl group, an optionally substituted aryl group, and an optionally substituted aralkyl group, wherein any two of R3 to R10 may bind together to form an optionally substituted ring;
• n=2 to 3, and BH3 is coordinated to a nitrogen atom or phosphorus atom, with a ruthenium compound having the following formula (4):
• wherein the solid line represents a single bond, the triple line represents a triple bond, and the dashed line represents a coordination bond;
• C represents a carbon atom, H represents a hydrogen atom, O represents an oxygen atom, and Ru represents a ruthenium atom;
• X represents an anionic group;
• and L1, L2, and L3 each independently represent a monodentate ligand, in the presence of amines.

A compound having the following formula (3):

• wherein the solid line represents a single bond;
• B represents a boron atom, C represents a carbon atom, H represents a hydrogen atom, N represents a nitrogen atom, and P represents a phosphorus atom;
• R1 and R2 each independently represent an optionally substituted alkyl group or an optionally substituted cycloalkyl group, wherein R1 and R2, which are adjacent to each other, may bind together to form an optionally substituted ring;
• R3, R4, R5, R6, R7, R8, R9 and R10 each independently represent a hydrogen atom or a group selected from the group consisting of an optionally substituted alkyl group, an optionally substituted cycloalkyl group, an optionally substituted alkenyl group, an optionally substituted aryl group, and an optionally substituted aralkyl group, wherein any two of R3 to R10 may bind together to form an optionally substituted ring;
• n=2 to 3, and BH3 is coordinated to a nitrogen atom or phosphorus atom.