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Platinum complexes with benzyl-based diphosphine ligands for the catalysis of alkoxycarbonylation of ethylenically unsaturated compounds

A technology of complexes and compounds, applied in the direction of organic compound/hydride/coordination complex catalysts, platinum group organic compounds, platinum-based organic compounds, etc., can solve the problem of high palladium prices

Pending Publication Date: 2021-10-01
EVONIK OPERATIONS GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The disadvantage of palladium is its high price

Method used

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  • Platinum complexes with benzyl-based diphosphine ligands for the catalysis of alkoxycarbonylation of ethylenically unsaturated compounds
  • Platinum complexes with benzyl-based diphosphine ligands for the catalysis of alkoxycarbonylation of ethylenically unsaturated compounds
  • Platinum complexes with benzyl-based diphosphine ligands for the catalysis of alkoxycarbonylation of ethylenically unsaturated compounds

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Experimental program
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Embodiment Construction

[0059] Hereinafter, the present invention will be described in detail by way of examples.

[0060] Conversion of 1-octene to methyl ester

[0061]

[0062] Reaction conditions: 1-octene (1.0mmol), PtCl 2 (0.01mmol, 1.0mol%), ligand: monodentate phosphine ligand (0.04mmol, 4.0mol%), bidentate phosphine ligand (0.02mmol, 2.0mol%), PTSA·H 2 O (monohydrate of p-toluenesulfonic acid) (5.0 mol%), MeOH (2.0 ml), pressure (CO): 40 bar, temperature: 120° C., reaction time: 20 hours.

[0063] The reaction was carried out using the following ligands:

[0064] Monodentate phosphine ligands:

[0065]

[0066] Bidentate phosphine ligands:

[0067]

[0068] The respective yields and ortho / isomeric selectivities are indicated below the ligands. Selectivity and yield were determined by gas chromatography using mesitylene as internal standard.

[0069] Of the 16 ligands used, 11 did not provide any conversion (0%). Only with one ligand (L12=(1)) can a conversion of more than 60%...

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Abstract

Disclosed are platinum complexes having benzyl-based diphosphine ligands for the catalysis of the alkoxycarbonylation of ethylenically unsaturated compounds.

Description

technical field [0001] The present invention relates to platinum complexes with benzyl-based diphosphine ligands for catalyzing the alkoxycarbonylation of ethylenically unsaturated compounds. Background technique [0002] Alkoxycarbonylation of ethylenically unsaturated compounds is a process of increasing importance. Alkoxycarbonylation is understood to mean the reaction of an ethylenically unsaturated compound (for example an alkene) with carbon monoxide and an alcohol in the presence of a metal complex or a metal and a ligand to give the corresponding ester: [0003] [0004] Scheme 1: General reaction equation for the alkoxycarbonylation of ethylenically unsaturated compounds [0005] WO 2011 / 083305 A1 describes a process for the carbonylation of alkoxy groups. The complexes described therein, in addition to the ligands, also have palladium as the central atom. [0006] The disadvantage of palladium is its high price. Contents of the invention [0007] The techn...

Claims

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Application Information

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IPC IPC(8): C07F15/00B01J31/18B01J31/22B01J31/24C07C67/38C07C69/24
CPCC07F15/0093B01J31/2404B01J31/185B01J31/2409B01J31/2414B01J31/2295C07C67/38B01J2531/828B01J2531/0213B01J2531/0238C07C69/24Y02E60/50B01J31/1815B01J2231/321B01J2531/004C07F9/5045
Inventor 杨寄R·杰克斯代尔M·贝勒R·弗兰克
Owner EVONIK OPERATIONS GMBH