This invention relates to methods for preparation of jasmonate compounds via a salt of jasmonic acid.

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 ?-olefins at high yield, even under relatively mild conditions.

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 ?-olefins at high yield, even under relatively mild conditions.

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 ?-olefins at high yield, even under relatively mild conditions.

The present disclosure provides compounds, compositions, and methods for preparing alkenyl halides and/or haloalkyl-substituted olefins with Z-selectivity. The methods are particularly useful for preparing alkenyl fluorides such as CF.sub.3-substituted olefins by means of cross-metathesis reactions using halogen-containing molybdenum and tungsten complexes.

The present disclosure provides compounds, compositions, and methods for preparing alkenyl halides and/or haloalkyl-substituted olefins with Z-selectivity. The methods are particularly useful for preparing alkenyl fluorides such as CF.sub.3-substituted olefins by means of cross-metathesis reactions using halogen-containing molybdenum and tungsten complexes.

Method of making an immobilized tungsten catalyst comprising or consisting of (SiO).sub.X W(O)(CR.sup.1R.sup.2)(R.sup.3 or R.sup.4).sub.2-x(L).sub.z, comprising at least the following step (i): (i) reacting silica (Si02) with a tungsten oxo alkylidene complex comprising or consisting of (R.sup.3)(R.sup.4)W(O)(CR.sup.1R.sup.2)(L).sub.y, preferably wherein CR.sup.1R.sup.2 is selected from CHC(CH.sub.3).sub.3 or CH(C(CH.sub.3).sub.2)C.sub.6H.sub.5 and R.sup.3 and R.sup.4 are independently selected from pyrrol-1-yl, 2,5-dimethylpyrrol-1-yl, or 2,5-diphenylpyrrol-1-yl, or OR, wherein R is a six membered or 10 membered aryl ring, optionally substituted.

Method of making an immobilized tungsten catalyst comprising or consisting of (SiO).sub.X W(O)(CR.sup.1R.sup.2)(R.sup.3 or R.sup.4).sub.2-x(L).sub.z, comprising at least the following step (i): (i) reacting silica (Si02) with a tungsten oxo alkylidene complex comprising or consisting of (R.sup.3)(R.sup.4)W(O)(CR.sup.1R.sup.2)(L).sub.y, preferably wherein CR.sup.1R.sup.2 is selected from CHC(CH.sub.3).sub.3 or CH(C(CH.sub.3).sub.2)C.sub.6H.sub.5 and R.sup.3 and R.sup.4 are independently selected from pyrrol-1-yl, 2,5-dimethylpyrrol-1-yl, or 2,5-diphenylpyrrol-1-yl, or OR, wherein R is a six membered or 10 membered aryl ring, optionally substituted.

Method of making an immobilized tungsten catalyst comprising or consisting of (SiO).sub.X W(O)(CR.sup.1R.sup.2)(R.sup.3 or R.sup.4).sub.2-x(L).sub.z, comprising at least the following step (i): (i) reacting silica (Si02) with a tungsten oxo alkylidene complex comprising or consisting of (R.sup.3)(R.sup.4)W(O)(CR.sup.1R.sup.2)(L).sub.y, preferably wherein CR.sup.1R.sup.2 is selected from CHC(CH.sub.3).sub.3 or CH(C(CH.sub.3).sub.2)C.sub.6H.sub.5 and R.sup.3 and R.sup.4 are independently selected from pyrrol-1-yl, 2,5-dimethylpyrrol-1-yl, or 2,5-diphenylpyrrol-1-yl, or OR, wherein R is a six membered or 10 membered aryl ring, optionally substituted.

The invention relates to the use of ruthenium complexes, which are homogeneous catalysts and/or precatalysts of the olefin metathesis reaction, which lead to the production of alkenes containing an internal (non-terminal) double CC bond.

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