A method for manufacturing a compound comprising at least one imine group, the method comprising a step of reaction between a first compound comprising at least one amine group and a second compound comprising at least one carbonyl group, the reaction step being carried out in the presence of at least one supercritical fluid.

Oxo-nitrogenated iron complex having general formula (I): in which: R.sub.1 and R.sub.2, identical or different, represent a hydrogen atom; or they are selected from linear or branched, optionally halogenated C.sub.1-C.sub.20, preferably C.sub.1-C.sub.15, alkyl groups, optionally substituted cycloalkyl groups, optionally substituted aryl groups; R.sub.3 represents a hydrogen atom, or it is selected from linear or branched, optionally halogenated C.sub.1-C.sub.20, preferably C.sub.1-C.sub.15 alkyl groups, optionally substituted cycloalkyl groups, optionally substituted aryl groups; X, identical or different, represent a halogen atom such as, for example, chlorine, bromine, iodine, preferably chlorine; or they are selected from. linear or branched C.sub.1-C.sub.20, preferably C.sub.1-C.sub.15, alkyl groups, —OCOR.sub.4 groups or —OR.sub.4 groups in which R.sub.4 is selected from linear or branched C.sub.1-C.sub.20, preferably C.sub.1-C.sub.15, alkyl groups; n is 2 or 3. Said oxo-nitrogenated iron complex having general formula (I) can be advantageously used in a catalytic system for the (co)polymerization of conjugated dienes. ##STR00001##

Oxo-nitrogenated iron complex having general formula (I): in which: R.sub.1 and R.sub.2, identical or different, represent a hydrogen atom; or they are selected from linear or branched, optionally halogenated C.sub.1-C.sub.20, preferably C.sub.1-C.sub.15, alkyl groups, optionally substituted cycloalkyl groups, optionally substituted aryl groups; R.sub.3 represents a hydrogen atom, or it is selected from linear or branched, optionally halogenated C.sub.1-C.sub.20, preferably C.sub.1-C.sub.15 alkyl groups, optionally substituted cycloalkyl groups, optionally substituted aryl groups; X, identical or different, represent a halogen atom such as, for example, chlorine, bromine, iodine, preferably chlorine; or they are selected from. linear or branched C.sub.1-C.sub.20, preferably C.sub.1-C.sub.15, alkyl groups, —OCOR.sub.4 groups or —OR.sub.4 groups in which R.sub.4 is selected from linear or branched C.sub.1-C.sub.20, preferably C.sub.1-C.sub.15, alkyl groups; n is 2 or 3. Said oxo-nitrogenated iron complex having general formula (I) can be advantageously used in a catalytic system for the (co)polymerization of conjugated dienes. ##STR00001##

The use of an aldehyde mixture containing 70 to 95 wt % of aldehydes of formula (I) and 5 to 30 wt % of alkylbenzene compounds not corresponding to formula (I) as a blocking agent for amines results in odorless, especially economically blocked amines, which at room temperature are typically liquid and have a surprisingly low viscosity. Such blocked amines are particularly suitable as latent hardeners in isocyanate-group-containing compositions. Single-component moisture-curing polyurethane compositions formulated therewith are surprisingly stable in storage, can be used for low-emission applications without odor problems and do not trigger any problems with plasticizer migration. Surprisingly, said compositions even have advantages over corresponding compositions having latent hardeners based on purified aldehydes of formula (I), in particular with respect to viscosity, storage stability and especially strength.

The use of an aldehyde mixture containing 70 to 95 wt % of aldehydes of formula (I) and 5 to 30 wt % of alkylbenzene compounds not corresponding to formula (I) as a blocking agent for amines results in odorless, especially economically blocked amines, which at room temperature are typically liquid and have a surprisingly low viscosity. Such blocked amines are particularly suitable as latent hardeners in isocyanate-group-containing compositions. Single-component moisture-curing polyurethane compositions formulated therewith are surprisingly stable in storage, can be used for low-emission applications without odor problems and do not trigger any problems with plasticizer migration. Surprisingly, said compositions even have advantages over corresponding compositions having latent hardeners based on purified aldehydes of formula (I), in particular with respect to viscosity, storage stability and especially strength.

A process for the preparation of amino alcohols includes condensing a compound of Formula (II), a stereoisomer, a tautomer, or a salt thereof with a compound of Formula (IIIa) or Formula (IIIb), a stereoisomer, a tautomer, or a salt thereof to form a condensation product; hydroxylating or acyloxylating the condensation product in the presence of an oxidant to obtain a hydroxylation or acyloxylation product; and subjecting the hydroxylation or acyloxylation product to one or more subsequent reactions comprising a hydrolysis reaction, alcohol deprotection, an amino lysis reaction, or a combination of two or more thereof to obtain an amino alcohol of Formula (I). ##STR00001##

A process for the preparation of amino alcohols includes condensing a compound of Formula (II), a stereoisomer, a tautomer, or a salt thereof with a compound of Formula (IIIa) or Formula (IIIb), a stereoisomer, a tautomer, or a salt thereof to form a condensation product; hydroxylating or acyloxylating the condensation product in the presence of an oxidant to obtain a hydroxylation or acyloxylation product; and subjecting the hydroxylation or acyloxylation product to one or more subsequent reactions comprising a hydrolysis reaction, alcohol deprotection, an amino lysis reaction, or a combination of two or more thereof to obtain an amino alcohol of Formula (I). ##STR00001##

A method of preparing a 2,6 disubstituted anilines includes, reacting a 2-amino isophthalic acid diester with sufficient Grignard reagent R.sub.2CH.sub.2MgX to form the corresponding diol product, dehydrating the diol product to the corresponding dialkene; and hydrogenating the diol product to form the corresponding aniline. The 2,6 disubstituted anilines can be used to produce N-Heterocyclic Carbenes (NHCs). The NHCs can find application in various fields such as organic synthesis, catalysis and macromolecular chemistry. Palladium catalysts containing the NHCs are also described.

Embodiments of the present invention provide for syntheses of pattern-specific compounds using hypohalites, such as hypochlorous acid, sodium hypochlorite and potassium hypoiodite, as dual-radical generators, wherein the synthesis can be implemented by a cyclization reaction, a dehydrogenation reaction, a hydroxylation reaction, a decarboxylation reaction, or any combination of the above four.

Embodiments of the present invention provide for syntheses of pattern-specific compounds using hypohalites, such as hypochlorous acid, sodium hypochlorite and potassium hypoiodite, as dual-radical generators, wherein the synthesis can be implemented by a cyclization reaction, a dehydrogenation reaction, a hydroxylation reaction, a decarboxylation reaction, or any combination of the above four.