Back to results
US 2010/0144987 A1Published application
Olefin metathesis initiators bearing thiazol-2-ylidene ligands
AssigneeCalifornia Institute of Technology
InventorsGeorge C. Vougioukaiakis, Robert H. Grubbs
Life of this patent
Estimating the term…
Abstract
This invention relates to olefin metathesis catalysts general formula (I): having a thiazol-2-ylidene ligand of general formula (II): The catalysts have been found to be particularly good initiators of (a) ring-closing metathesis reactions used to prepare tetra-substituted cyclic olefins, and (b) cross-metathesis reactions used to prepare tri-substituted and di-substituted olefins.
Claims33
A compound, having general formula (I):
- wherein:
- M is Ru or Os;
- n is 0, 1 or 2;
- X1 and X2 are independently anionic ligands;
- L is any neutral 2-electron donor ligand;
- m is 1 or 2;
- R6 and R7 are each independently hydrogen or a substituted or unsubstituted group selected from the group consisting of C1-C20 alkyl, C2-C20 alkenyl. C2-C20 alkynyl, aryl, C1-C20 carboxylate, C1-C20 alkoxy, C2-C20 alkenyloxy, C2-C20 alkynyloxy, aryloxy, C2-C20 alkoxycarbonyl, C1-C20 alkylthio, C1-C20 alkylsulfonyl, and C1-C20 alkylsulfinyl;
- and
- L1 is a thiazol-2-ylidene ligand of formula (II):
- wherein
- R4 and R5 are each independently H, a substituted or unsubstituted C1-C8 alkyl group, substituted or unsubstituted aryl, or, together with the carbons carrying them, form a substituted or unsubstituted, fused 4-8 membered carbocylic ring or a substituted or unsubstituted, fused aromatic ring;
- and
- R1, R2, and R3 are collectively defined as combination (a) or combination (b):
- (a) each R1 is independently a primary or secondary C1-C4 alkyl group;
- each R2 is independently H;
- and R3 is independently H, a substituted or unsubstituted C1-C8 alkyl group, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, or substituted or unsubstituted anthracenyl, or a functional group selected from the group consisting of halo, hydroxyl, sulfhydryl, cyano, cyanato, thiocyanato, amino, nitro, nitroso, sulfa, sulfonato, boryl, borono, phosphono, phosphonato, phosphinato, phospho, phosphino, and silyloxy;
- or
- (b) each R1 is H;
- each R2 is independently H, a substituted or unsubstituted C1-C8 alkyl group, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, or substituted or unsubstituted anthracenyl;
- and R3 is H.
17 more elements
Dependencies are inferred from the claim text.