C07C11/12

BIARYL LIGANDS FOR TRANSITION METAL-CATALYZED REACTIONS
20180117574 · 2018-05-03 ·

In one embodiment, the present application discloses ligands of the formula A, wherein the variables are as described herein, and methods for using the ligands in cross-coupling reactions in organic and polar media:

##STR00001##

BIARYL LIGANDS FOR TRANSITION METAL-CATALYZED REACTIONS
20180117574 · 2018-05-03 ·

In one embodiment, the present application discloses ligands of the formula A, wherein the variables are as described herein, and methods for using the ligands in cross-coupling reactions in organic and polar media:

##STR00001##

METHODS, SYNTHETIC HOSTS AND REAGENTS FOR THE BIOSYNTHESIS OF DIENES AND DERIVATIVES THEREOF

Methods and compositions for synthesizing dienes and derivative thereof, such as isoprene, in Cupriavidus necator are provided.

Catalytic ester decarbonylation

A process of preparing olefins of the formula (I) is described herein: ##STR00001##
with R.sup.1 being a substituted or unsubstituted (C.sub.1-C.sub.30)hydrocarbyl, and R.sup.2 being a substituted or unsubstituted (C.sub.1-C.sub.20)hydrocarbyl. The process includes reacting a compound of formula (II) ##STR00002##
wherein Ar is chosen from ##STR00003##
in the presence of a palladium-based catalyst and an organic solvent. A process of preparing olefins of the formula (III) is also described: ##STR00004##
with R.sup.3 being a substituted or unsubstituted (C.sub.1-C.sub.30)hydrocarbyl, R.sup.4 being a substituted or unsubstituted (C.sub.1-C.sub.20)hydrocarbyl, and R.sup.5 being a substituted or unsubstituted (C.sub.1-C.sub.30) hydrocarbyl. The process includes reacting a compound of formula (IV) ##STR00005##
wherein Ar is chosen from ##STR00006##
with a compound of formula (V) ##STR00007##
wherein Ar is chosen from ##STR00008##
in the presence of a palladium-based catalyst and an organic solvent.

Catalytic ester decarbonylation

A process of preparing olefins of the formula (I) is described herein: ##STR00001##
with R.sup.1 being a substituted or unsubstituted (C.sub.1-C.sub.30)hydrocarbyl, and R.sup.2 being a substituted or unsubstituted (C.sub.1-C.sub.20)hydrocarbyl. The process includes reacting a compound of formula (II) ##STR00002##
wherein Ar is chosen from ##STR00003##
in the presence of a palladium-based catalyst and an organic solvent. A process of preparing olefins of the formula (III) is also described: ##STR00004##
with R.sup.3 being a substituted or unsubstituted (C.sub.1-C.sub.30)hydrocarbyl, R.sup.4 being a substituted or unsubstituted (C.sub.1-C.sub.20)hydrocarbyl, and R.sup.5 being a substituted or unsubstituted (C.sub.1-C.sub.30) hydrocarbyl. The process includes reacting a compound of formula (IV) ##STR00005##
wherein Ar is chosen from ##STR00006##
with a compound of formula (V) ##STR00007##
wherein Ar is chosen from ##STR00008##
in the presence of a palladium-based catalyst and an organic solvent.

Metathesis reactions with cardanol and/or anacardic acid

The invention provides a method of alkene metathesis comprising contacting at least a first alkene, which is cardanol and/or anacardic acid, with an alkylidene ruthenium alkene metathesis catalyst comprising two ligands P.sup.1 and P.sup.2, which may be the same or different and of formula P(R.sup.1).sup.3, in which P is a phosphorus atom coordinated to the ruthenium ion and each R.sup.1 is independently an optionally substituted alkyl or alkoxy group; or two R.sup.1 groups within one P.sup.1 or P.sup.2 ligand constitute an optionally substituted bicycloalkyl.

Metathesis reactions with cardanol and/or anacardic acid

The invention provides a method of alkene metathesis comprising contacting at least a first alkene, which is cardanol and/or anacardic acid, with an alkylidene ruthenium alkene metathesis catalyst comprising two ligands P.sup.1 and P.sup.2, which may be the same or different and of formula P(R.sup.1).sup.3, in which P is a phosphorus atom coordinated to the ruthenium ion and each R.sup.1 is independently an optionally substituted alkyl or alkoxy group; or two R.sup.1 groups within one P.sup.1 or P.sup.2 ligand constitute an optionally substituted bicycloalkyl.

Co-extraction systems for separation and purification of butadiene and isoprene

Co-extraction techniques for separating and purifying butadiene and isoprene from a C.sub.4 hydrocarbon mixture including butadiene and a C.sub.5 hydrocarbon mixture including isoprene are provided. In an exemplary embodiment, a system includes a dimerization heat exchanger, a C.sub.5 purification column; an extraction zone including a mainwasher column, a rectifier column and an afterwasher column; a distillation zone; a degassing zone; and an isoprene finishing column. The system can further include a C.sub.5 washer column, an absorption column, and a distillation column.

Method for producing octadiene

An object of the present invention is to provide a process for producing an octadiene from 2,7-octadienyl formate in an industrially useful manner in which palladium can maintain its catalytic activity for a long period of time. More specifically, the present invention relates to a process for producing an octadiene which includes the steps of continuously adding 2,7-octadienyl formate into a reaction system in which a mixture of a palladium compound, a tertiary organophosphorus compound and a solvent is present; and subjecting the 2,7-octadienyl formate to reaction while continuously distilling off a reaction product containing the resulting octadiene out of the reaction system.

Method for producing octadiene

An object of the present invention is to provide a process for producing an octadiene from 2,7-octadienyl formate in an industrially useful manner in which palladium can maintain its catalytic activity for a long period of time. More specifically, the present invention relates to a process for producing an octadiene which includes the steps of continuously adding 2,7-octadienyl formate into a reaction system in which a mixture of a palladium compound, a tertiary organophosphorus compound and a solvent is present; and subjecting the 2,7-octadienyl formate to reaction while continuously distilling off a reaction product containing the resulting octadiene out of the reaction system.