The present invention relates to a novel method for producing fluorinated cycloaliphatic compounds from the analogous aromatic compounds by hydrogenation with an Rh-carbene catalyst system.

The present invention relates to a novel method for producing fluorinated cycloaliphatic compounds from the analogous aromatic compounds by hydrogenation with an Rh-carbene catalyst system.

The problem to be solved by the present invention is to provide a novel method for producing a difluoromethylene compound. This problem is solved by a method for producing a difluoromethylene compound containing a CF.sub.2 moiety, the method comprising step A of mixing: a) a carbonyl compound containing a C(O) moiety; b) optionally an amine; c) a fluoride represented by the formula: MF, wherein M represents a Group 1 element of the periodic table; d) a halogenated fluorine compound represented by the formula: XF.sub.n, wherein X represents chlorine, bromine, or iodine, and n is a natural number of 1 to 5; and e) sulfur chloride.

The problem to be solved by the present invention is to provide a novel method for producing a difluoromethylene compound. This problem is solved by a method for producing a difluoromethylene compound containing a CF.sub.2 moiety, the method comprising step A of mixing: a) a carbonyl compound containing a C(O) moiety; b) optionally an amine; c) a fluoride represented by the formula: MF, wherein M represents a Group 1 element of the periodic table; d) a halogenated fluorine compound represented by the formula: XF.sub.n, wherein X represents chlorine, bromine, or iodine, and n is a natural number of 1 to 5; and e) sulfur chloride.

There are provided a solvent composition containing tDCE, which does not exert an adverse effect on the global environment, has high solubility and incombustibility, and can maintain initial incombustibility even in use accompanied by a phase change, a cleaning method using the solvent composition, a coating film-forming composition including the solvent composition, and a method of forming a homogeneous coating film using the coating film-forming composition. A solvent composition includes: tDCE; at least one HFE (A) selected from HFE-347pc-f, HFE-365mf-c, and HFE-467sc-f; and at least one HFC (X) selected from cHFC-447, and HFC-76-13sf, in which a ratio of tDCE with respect to a total amount of tDCE, HFE (A), and HFC (X) is 65 to 80 mass %, a ratio of HFE (A) with respect to the total amount is 5 to 25 mass %, and a ratio of HFC (X) with respect to the total amount is 5 to 25 mass %.

There are provided a solvent composition containing tDCE, which does not exert an adverse effect on the global environment, has high solubility and incombustibility, and can maintain initial incombustibility even in use accompanied by a phase change, a cleaning method using the solvent composition, a coating film-forming composition including the solvent composition, and a method of forming a homogeneous coating film using the coating film-forming composition. A solvent composition includes: tDCE; at least one HFE (A) selected from HFE-347pc-f, HFE-365mf-c, and HFE-467sc-f; and at least one HFC (X) selected from cHFC-447, and HFC-76-13sf, in which a ratio of tDCE with respect to a total amount of tDCE, HFE (A), and HFC (X) is 65 to 80 mass %, a ratio of HFE (A) with respect to the total amount is 5 to 25 mass %, and a ratio of HFC (X) with respect to the total amount is 5 to 25 mass %.

Methods described herein enable the production of numerous molecular species through decarboxylative cross-coupling via use of photoredox and transition metal catalysts. For example, methods described herein enable the production of numerous molecular species through decarboxylative cross-coupling via use of photoredox and transition metal catalysts. A method described herein, in some embodiments, comprises providing a reaction mixture including a photoredox catalyst, a transition metal catalyst, a coupling partner and a substrate having a carboxyl group. The reaction mixture is irradiated with a radiation source resulting in cross-coupling of the substrate and coupling partner via a mechanism including decarboxylation, wherein the coupling partner is selected from the group consisting of a substituted aromatic compound and a substituted aliphatic compound.

Methods described herein enable the production of numerous molecular species through decarboxylative cross-coupling via use of photoredox and transition metal catalysts. For example, methods described herein enable the production of numerous molecular species through decarboxylative cross-coupling via use of photoredox and transition metal catalysts. A method described herein, in some embodiments, comprises providing a reaction mixture including a photoredox catalyst, a transition metal catalyst, a coupling partner and a substrate having a carboxyl group. The reaction mixture is irradiated with a radiation source resulting in cross-coupling of the substrate and coupling partner via a mechanism including decarboxylation, wherein the coupling partner is selected from the group consisting of a substituted aromatic compound and a substituted aliphatic compound.

The purpose of the present invention is to obtain a fluorine-containing compound which is easily stabilized without irradiation of ultraviolet light, by efficiently converting a CI bond in an iodine-containing compound having a group represented by CFRfI (wherein Rf is a fluorine atom or a perfluoroalkyl group) to a CH bond. A method for producing a fluorine-containing compound having an iodine atom content reduced than the following iodine-containing compound, which comprises subjecting an iodine-containing compound having a group represented by CFRfI (wherein Rf is a fluorine atom or a perfluoroalkyl group) to deiodinating treatment in the presence of an organic peroxide and a hydrogen-containing compound having a group represented by CHR.sup.1CHR.sup.2CHR.sup.3 (wherein R.sup.1, R.sup.2 and R.sup.3 are each independently a hydrogen atom or an alkyl group).

The purpose of the present invention is to obtain a fluorine-containing compound which is easily stabilized without irradiation of ultraviolet light, by efficiently converting a CI bond in an iodine-containing compound having a group represented by CFRfI (wherein Rf is a fluorine atom or a perfluoroalkyl group) to a CH bond. A method for producing a fluorine-containing compound having an iodine atom content reduced than the following iodine-containing compound, which comprises subjecting an iodine-containing compound having a group represented by CFRfI (wherein Rf is a fluorine atom or a perfluoroalkyl group) to deiodinating treatment in the presence of an organic peroxide and a hydrogen-containing compound having a group represented by CHR.sup.1CHR.sup.2CHR.sup.3 (wherein R.sup.1, R.sup.2 and R.sup.3 are each independently a hydrogen atom or an alkyl group).