C07C29/145

Manganese Catalysts and Their Use in Hydrogenation of Ketones
20220119329 · 2022-04-21 ·

The invention provides a method comprising hydrogenating a ketone in the presence of (i) a base, (ii) hydrogen gas and (iii) a catalyst comprising a charged or neutral complex of formula (I):

##STR00001## wherein: Mn is a manganese atom or a manganese ion in oxidation state (I) to (VII); R.sup.1 and R.sup.2 are each independently optionally substituted C.sub.4-8monocyclic aryl or C.sub.3-7monocyclic heteroaryl moieties; -Fc- denotes a ferrocene (bis(η.sup.5-cyclopentadienyl)iron) moiety covalently bonded via adjacent carbon atoms of one of the two cyclopentadienyl moieties, and which may be optionally further substituted, in either cyclopentadienyl ring; —Z— is an alkylene linker of the formula —(CH.sub.2).sub.1-6— in which one or more of the hydrogen atoms of the alkylene may be independently substituted; —N.sup.x is an optionally substituted nitrogen-containing heteroaryl moiety, with the proviso that at least one of R.sup.1, R.sup.2 and —N.sup.x is substituted one or more times with an electron donating group; and L.sup.1-L.sup.3 constitute one, two or three ligands, wherein, when the complex of formula (I) is charged, the catalyst comprises one or more additional counterions to balance the charge of the complex.

Compositions and methods for reducing enones to saturated alcohols or ketones

The invention relates to novel, scalable synthetic routes that allow for direct reduction of enones to the corresponding saturated alcohols. The invention relates, in certain aspects, to synthetic routes that allow for the reduction of enones to the corresponding ketones. Such reactions take place under mild conditions, are compatible with a wide range of functional groups, and expand the repertoire of existing green chemistry methodology. In certain embodiments, the reactions are run in aqueous solvent.

Compositions and methods for reducing enones to saturated alcohols or ketones

The invention relates to novel, scalable synthetic routes that allow for direct reduction of enones to the corresponding saturated alcohols. The invention relates, in certain aspects, to synthetic routes that allow for the reduction of enones to the corresponding ketones. Such reactions take place under mild conditions, are compatible with a wide range of functional groups, and expand the repertoire of existing green chemistry methodology. In certain embodiments, the reactions are run in aqueous solvent.

HIGHLY ACTIVE AND HIGHLY SELECTIVE COPPER EXTRUDATE CATALYSTS

A hydrogenation catalyst includes copper oxide, an alkali metal, and an acid-stabilized silica, wherein hydrogenation catalyst has a Brunauer-Emmett-Teller (“BET”) surface area of greater than or equal to about 15 m2/g. The hydrogenation catalysts are effective for converting aldehydes, ketones, and esters to alcohols and/or diesters to diols.

HIGHLY ACTIVE AND HIGHLY SELECTIVE COPPER EXTRUDATE CATALYSTS

A hydrogenation catalyst includes copper oxide, an alkali metal, and an acid-stabilized silica, wherein hydrogenation catalyst has a Brunauer-Emmett-Teller (“BET”) surface area of greater than or equal to about 15 m2/g. The hydrogenation catalysts are effective for converting aldehydes, ketones, and esters to alcohols and/or diesters to diols.

Process for producing hydroxymethyl-alcohols

A process can be used for producing an organic compound A, which contains at least one primary alcoholic hydroxy group and at least one secondary alcoholic hydroxy group. The process involves reacting a compound B, which contains at least one nitrile group and at least one ketone group, with hydrogen and water in the presence of at least one homogeneous transition metal catalyst TMC 1.

Process for producing hydroxymethyl-alcohols

A process can be used for producing an organic compound A, which contains at least one primary alcoholic hydroxy group and at least one secondary alcoholic hydroxy group. The process involves reacting a compound B, which contains at least one nitrile group and at least one ketone group, with hydrogen and water in the presence of at least one homogeneous transition metal catalyst TMC 1.

Process for producing hydroxymethyl-alcohols

A process can be used for producing an organic compound A, which contains at least one primary alcoholic hydroxy group and at least one secondary alcoholic hydroxy group. The process involves reacting a compound B, which contains at least one nitrile group and at least one ketone group, with hydrogen and water in the presence of at least one homogeneous transition metal catalyst TMC 1.

Catalyst in which metal is carried on inorganic porous body having hierarchical porous structure, and method for manufacturing said catalyst

A catalyst includes a carrier, and a metal obtained by reducing a metal ion supported on the carrier 1) in a supercritical state or 2) in a polar organic solvent, wherein the carrier is an inorganic porous body having a hierarchical porous structure. By employing the catalyst, it is possible to exhibit better catalytic activity than a conventional catalyst. Heat generation and spontaneous ignition are prevented because no organic porous body is used.

Catalyst in which metal is carried on inorganic porous body having hierarchical porous structure, and method for manufacturing said catalyst

A catalyst includes a carrier, and a metal obtained by reducing a metal ion supported on the carrier 1) in a supercritical state or 2) in a polar organic solvent, wherein the carrier is an inorganic porous body having a hierarchical porous structure. By employing the catalyst, it is possible to exhibit better catalytic activity than a conventional catalyst. Heat generation and spontaneous ignition are prevented because no organic porous body is used.