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Metal complexes for use in the carbonylation of ethylenically unsaturated compounds

A metal complex, metal technology, applied in the direction of 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: 2015-02-11
LUCITE INT UK LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

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

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0918] Tetraammine palladium 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, an alkaline gas (considered ammonia gas) is emitted. The product was filtered off at room temperature and dried. The product was recrystallized with hot methanol, and the crystals were characterized by single crystal X-ray diffraction. The product is determined to be Pd(1,2-bis(di-tert-butylphosphinomethyl)benzene)(CO 3 ).2CH 3 OH (see figure 1 ). Through standard wet chemical analysis, the dried product contains 18.82% Pd, which is compared with the compound Pd (1,2-bis(di-tert-butylphosphinomethyl)benzene) (CO 3 ) Are identical. Further supportive identification can also be obtained using infrared spectroscopy.

Embodiment 2

[0920] Tetraammine palladium 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, an alkaline gas (considered ammonia gas) is emitted. The product was filtered off at room temperature and dried. Through standard wet chemical analysis, the dried product contains 15.95% Pd, which is combined with the compound Pd (1,2-bis(di-tert-butylphosphinomethyl)ferrocene) (CO 3 ) Are identical. Further supportive identification can also be obtained using infrared spectroscopy.

Embodiment 3

[0922] Suspend tetraammine palladium 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, an alkaline gas (considered ammonia gas) is emitted. The product was filtered off at room temperature and dried. By standard wet chemical analysis, the dried product contains 9.60% Pd, which is incompatible with the compound Pd (1,2-bis((di-3,5-dimethyladamantyl)phosphinomethyl)ferrocene) (CO 3 ) Are identical. Further supportive identification can also be 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 for the carbonylation of ethylenically unsaturated compounds and their preparation methods. [0002] The present invention also relates to a new catalyst system introduced into this complex. Background technique [0003] Use in the presence of alcohol or water and a catalyst system containing 6, 8, 9 or 10 metals such as palladium and phosphine ligands such as alkyl phosphines, cycloalkyl phosphines, aryl phosphines, pyridyl phosphines or bidentate phosphines Carbon monoxide carbonylation of ethylenically unsaturated compounds has been described in many European patents and patent applications, such as 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 bidentate phosphine ligands can provide a c...

Claims

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Application Information

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Patent Type & Authority Patents(China)
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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