Patent ID: 7268242

Claim:
A method of preparing a metathesis active metal carbene complex comprising contacting a metathesis-active metal carbene complex of the formula X 1 X 2 L 1 L 2 M=CR 1 R 2 with an internal olefin ligand precursor of the formula: wherein X 1 and X 2 are each, independently, any anionic ligand; L 1 and L 2 are each, independently, any neutral electron donor; any of two or three of X 1 , X 2 , L 1 , and L 2 may form a multidentate ligand; M is ruthenium or osmium; R 1 and R 2 are each, independently, selected from hydrogen or a substituent selected from the group consisting of alkyl, alkenyl, alkynyl, aryl, alkylcarboxylate, arylcarboxylate, alkoxy, alkenyloxy, alkynyloxy, aryloxy, alkoxycarbonyl, alkylthio, alkylsulfonyl, alkylsulfinyl, and trialkylsilyl, wherein each of the substituents is substituted unsubstituted, or R 1 and R 2 may be linked to form a substituted or unsubstituted cyclic group; R 3 and R 4 are each, independently, selected from hydrogen or a substituent selected from the group consisting of alkyl, aryl, alkoxy, aryloxy, C 1 -C 20 alkoxycarbonyl, and C 2 -C 20 trialkylsilyl, wherein each of the substituents is substituted or unsubstituted; R 5 , R 6 , R 7 , and R 8 are each, independently, selected from the group consisting of hydrogen, halogen, alkyl, alkenyl, alkynyl, aryl, heteroaryl, alkoxy, alkenyloxy, aryloxy, alkoxycarbonyl, carbonyl, alkylamino, alkylthio, alkylsulfonyl, nitrile, nitro, alkylsulfinyl, trihaloalkyl, perfluoroalkyl, carboxylic acid, ketone, aldehyde, nitrate, cyano, isocyanate, hydroxyl, ester, ether, amine, imine, amide, sulfide, disulfide, sulfonate, carbamate, silane, siloxane, phosphine, phosphate, borate, or any two of R 5 , R 6 , R 7 , and R 8 may be independently connected through hydrocarbon or functionalized hydrocarbon groups forming an aliphatic or aromatic ring; Y is a heteroatom selected from the group oxygen (O), sulfur (S), nitrogen (N), or phosphorus (P); n is 1, in the case of a divalent heteroatom such as O or S, or 2, in the case of a trivalent heteroatom such as N or P; and Z is a group selected from hydrogen, alkyl, aryl, functionalized alkyl, functionalized aryl where the functional group(s) may independently be one or more or the following: alkoxy, aryloxy, halogen, carboxylic acid, ketone, aldehyde, nitrate, cyano, isocyanate, hydroxyl, ester, ether, amine, imine, amide, sulfide, disulfide, carbamate, silane, siloxane, phosphine, phosphate, or borate; and wherein contacting the metathesis-active metal carbene complex of the formula X 1 X 2 L 1 L 2 M=CR 1 R 2 with the internal olefin ligand precursor is performed in presence of a solvent, the solvent selected from the group consisting of chlorinated solvent, ethereal solvent, aromatic solvent, hydrocarbon solvent and excess ligand precursor.