Ruthenium complex compound, ligand for producing same, and use thereof
AssigneeGwangju Institute of Science and Technology
InventorsSukwon Hong, Seunghwan Byun
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Abstract
In a ruthenium complex compound according to the present invention, an NHC ligand has an excellent electron-donating ability to stabilize methylidene species due to the steric interaction between substituents having relatively different sizes. The ruthenium complex compound can improve selectivity when used as a catalyst due to having an asymmetric structure, and the activity of the ruthenium complex compound can be improved by adjusting substituents and additives. Accordingly, the ruthenium complex compound can be used as a catalyst in cross metathesis reactions including ethenolysis to produce desired compounds such as linear α-olefins at high yield, even under relatively mild conditions.
Claims18
A ruthenium complex compound represented by the following Formula 1:
- in the above formula,
- R1 is halogen, amino, C1-3 alkyl, or C1-3 alkoxy;
- R2, R3, and R4 are each independently hydrogen, halogen, amino, C1-5 alkyl, or C1-5 alkoxy;
- R5 and R6 are each independently a C5-10 carbocycle or a 5-10-membered heterocycle;
- R7 and R8 are each independently halogen;
- R9 is C1-10 alkyl, a C5-10 carbocycle, or a 5-10-membered heterocycle;
- R10 and R11 are each independently C1-10 alkyl or fused to each other to form a C5-10 carbocycle, or a 5-10-membered heterocycle;
- and
- R12 is N or O;
- wherein the alkyl and the alkoxy are each independently unsubstituted or substituted with at least one of halogen, hydroxy, and amino;
- the carbocycle and the heterocycle are each independently a saturated or unsaturated ring, which is unsubstituted or substituted with at least one selected from the group consisting of halogen, nitro, C1-5 alkyl, halo C1-5 alkyl, C1-5 alkoxy, and phenyl;
- and
- the heterocycle contains at least one heteroatom selected from N, S, and O.
A ruthenium complex compound represented by Formula 1a:
- in the above formula,
- R1 is halogen, amino, C1-3 alkyl, halo C1-3 alkyl, or C1-3 alkoxy;
- R5 and R6 are each independently a C6-10 carbocycle or a 5-10-membered heterocycle having aromaticity;
- R9 is C1-3 alkyl or phenyl;
- and
- Rd and Re are each independently hydrogen, nitro, or phenyl;
- wherein the carbocycle and the heterocycle are each independently unsubstituted or substituted with at least one selected from the group consisting of halogen, nitro, C1-5 alkyl, halo C1-5 alkyl, and C1-5 alkoxy;
- and
- the heterocycle contains at least one heteroatom selected from N, S, and O.
A ruthenium complex compound represented by Formula 1b:
- in the above formula, R1 is halogen;
- and Ra, Rb, and Rc are each independently hydrogen, halogen, C1-5 alkyl, halo C1-5 alkyl, or C1-5 alkoxy.
Dependencies are inferred from the claim text.