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Metal complexes for use in the carbonylation of ethylenically unsaturated compounds

A technology of metal complexes and compounds, applied in platinum group organic compounds, metallocenes, compounds containing elements of Group 8/9/10/18 of the periodic table, etc., can solve the instability of ligand-metal complexes And other issues

Inactive Publication Date: 2009-06-03
LUCITE INT UK LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0010] However, all of the above systems require the preparation of metal-ligand complexes from ligands and metals or metal compounds under carefully controlled conditions, since ligand-metal complexes are unstable in air.

Method used

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  • Metal complexes for use in the carbonylation of ethylenically unsaturated compounds
  • Metal complexes for use in the carbonylation of ethylenically unsaturated compounds
  • Metal complexes for use in the carbonylation of ethylenically unsaturated compounds

Examples

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Effect test

Embodiment 1

[0917] Tetraamminepalladium bis(bicarbonate) and 1 molar equivalent of 1,2-bis(di-tert-butylphosphinomethyl)benzene were suspended in methanol and refluxed for 6 hours. During the reaction, a basic gas (thought to be ammonia) evolved. The product was filtered off at room temperature and dried. The product was recrystallized from hot methanol, and the crystals were characterized by: single crystal X-ray diffraction. The product was determined to be Pd(1,2-bis(di-tert-butylphosphinomethyl)benzene)(CO 3 ).2CH 3 OH (see Figure 1). By standard wet chemical analysis, the dried product contained 18.82% Pd, which is related to the compound Pd(1,2-bis(di-tert-butylphosphinomethyl)benzene)(CO 3 ) identification is consistent. Further supportive identification was also obtained using infrared spectroscopy.

Embodiment 2

[0919] Tetraamminepalladium bis(bicarbonate) and 1 molar equivalent of 1,2-bis(di-tert-butylphosphinomethyl)ferrocene were suspended in methanol and refluxed for 6 hours. During the reaction, a basic gas (thought to be ammonia) evolved. The product was filtered off at room temperature and dried. By standard wet chemical analysis, the dried product contained 15.95% Pd, which is compatible with the compound Pd (1,2-bis(di-tert-butylphosphinomethyl)ferrocene) (CO 3 ) identification is consistent. Further supportive identification was also obtained using infrared spectroscopy.

Embodiment 3

[0921] Suspend tetraamminepalladium bis(bicarbonate) and 1 molar equivalent of 1,2-bis(di-3,5-dimethyladamantylphosphinomethyl)ferrocene in methanol and reflux for 6 hours . During the reaction, a basic gas (thought to be ammonia) evolved. The product was filtered off at room temperature and dried. By standard wet chemical analysis, the dry product contained 9.60% Pd, which is compatible with the compound Pd (1,2-bis((di-3,5-dimethyladamantyl)phosphinomethyl)ferrocene) (CO 3 ) identification is consistent. Further supportive identification was also obtained using infrared spectroscopy.

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Abstract

The invention concerns metal complexes and their preparation, in particular a metal complex MLnXm, where M is a metal of group 8, 9 or 10 and X is a halide, HCO3-, NO3-, CO32- or carboxylate. n is a number equal to or less than the coordination number of the metal and m is 1 or 2 and is equal to the oxidation state of the metal. The ligand L may be a bidentate phosphine of formula (I), (II), (III) or (IV) as set out herein. The process of production comprises reacting an ammine compound of metal M with a complexing compound, which is preferably a phosphine.

Description

technical field [0001] The present invention relates to stable metal complexes useful in the carbonylation of ethylenically unsaturated compounds and to a process for their preparation. [0002] The invention also relates to novel catalyst systems incorporated into such complexes. Background technique [0003] In the presence of alcohol or water and a catalyst system comprising a Group 6, 8, 9 or 10 metal such as palladium and a phosphine ligand such as an alkylphosphine, cycloalkylphosphine, arylphosphine, pyridylphosphine or bidentate phosphine, using Carbonylation of ethylenically unsaturated compounds with carbon monoxide has been described in numerous European patents and patent applications, for example EP-A-0055875, EP-A-04489472, EP-A-0106379, EP-A-0235864, EP -A-0274795, EP-A-0499329, EP-A-0386833, EP-A-0441447, EP-A-0489472, EP-A-0282142, EP-A-0227160, EP-A-0495547 and EP-A -0495548. In particular, EP-A-0227160, EP-A-0495547 and EP-A-0495548 disclose that bident...

Claims

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Application Information

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IPC IPC(8): C07C51/14C07F15/00C07C67/38
CPCC07C67/38C07F17/02C07F15/0066C07C69/24C07F15/0006
Inventor G·R·伊斯萨姆N·汀达尔
Owner LUCITE INT UK LTD
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