Process for producing ruthenium complexes and intermediates thereof and their use in olefin metathesis

A compound represented by the Formula 1,

• wherein:
• X1 and X2 are each independently an anionic ligand selected from halogen, —CN, —SCN, —OR′, —SR′, —O(C—O)R′, —O(SO2)R′, or —OSi(R′)3, wherein R′ is C1-C12 alkyl, C3-C12 cycloalkyl, C2-C12 alkenyl, C5-C20 aryl, each of which is optionally substituted with at least one C1-C12 alkyl, C1-C12 perfluoroalkyl, C1-C12 alkoxy, C5-C24 aryloxy, C5-C20 heteroaryloxy, or halogen;
• Z is selected from the group consisting of O, S, NR′, wherein R′ is C1-C12 alkyl, C3-C12 cycloalkyl, C2-C12 alkenyl, C5-C20 aryl, which are optionally substituted with at least one C1-C12 alkyl, C1-C12 perfluoroalkyl, C1-C12 alkoxy, C5-C24 aryloxy, C5-C20 heteroaryloxy, or halogen;
• Ar is an aryl group substituted with hydrogen atoms or optionally substituted with at least one C1-C12 alkyl, C1-C12 perfluoroalkyl, C1-C12 alkoxy, C5-C24 aryloxy, and C5-C20 heteroaryloxy group, or halogen;
• R1 and R2 are each independently hydrogen, C1-C25 alkyl, C1-C25 alkoxy, C2-C25 alkenyl, C1-C12 perfluoroalkyl, C5-C20 aryl, C5-C24 aryloxy, C5-C20 heteroaryloxy;
• or R1 and R2 are combined together to form a substituted or unsubstituted C4-C10 cyclic or C4-C12 polycyclic system;
• or an ester (—COOR′), amide (—CONR′2), formyl (—CHO), ketone (—COR′), or hydroxamic (—CON(OR′)(R′)) group, in which R′ is C1-C12 alkyl, C3-C12 cycloalkyl, C2-C12 alkenyl, C5-C20 aryl, each of which is optionally substituted with at least one C1-C12 alkyl, C1-C12 perfluoroalkyl, C1-C12 alkoxy, C5-C24 aryloxy, C5-C20 heteroaryloxy, or halogen;
• at least one of R3, R4, R5, Re is a phosphonate group (—P(O)(OR′)2), phosphinate group (—P(O)R′(OR′)), phosphonium group (—P(OR′)2), phosphine group (—PR′2), nitro group (—NO2), nitroso group (—NO), carboxy group (—COOH), ester group (—COOR′), formyl group (—CHO), ketone group (—COR′), wherein R′ is C1-C5 alkyl, C1-C5 perfluoroalkyl, C5-C24 aryl, C7-C24 aralkyl, or C5-C24 perfluoroaryl and the remainder of R3, R4, R5, R6 are hydrogen atoms;
• and
• R7, R8, R9, and R10 are each independently hydrogen atom, or C1-C25 alkyl;
• or R7 and R8, R7 and R9, R8 and R10, or R9 and R10 are combined to form a cyclic system;
• or independently C1-C12 alkyl, C3-C12 cycloalkyl, C2-C12 alkenyl, C5-C20 aryl, C1-C5 perfluoroalkyl, C7-C24 aralkyl, C5-C24 perfluoroaryl, each of which is optionally substituted with at least one C1-C12 alkyl, C1-C12 perfluoroalkyl, C1-C12 alkoxy, C5-C24 aryloxy, C5-C20 heteroaryloxy, or halogen.