Ruthenium-based catalytic complexes and the use of such complexes for olefin metathesis

A compound and alkyl technology, applied in the field of new ruthenium-based catalytic complexes and their synthesis, can solve problems such as difficult recycling of complexes, residual pollution of toxic metals, and harmful synthesis of high value-added products

Active Publication Date: 2014-08-06
UMICORE AG & CO KG +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0016] However, the complex is not easily recyclable, which leads to increased serious contamination of the reaction product with toxic metal residues (ruthenium)
Such disadvantages are particularly detrimental for the synthesis of certain high value-added products, such as drug molecules

Method used

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  • Ruthenium-based catalytic complexes and the use of such complexes for olefin metathesis
  • Ruthenium-based catalytic complexes and the use of such complexes for olefin metathesis
  • Ruthenium-based catalytic complexes and the use of such complexes for olefin metathesis

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Embodiment Construction

[0105] First, the synthesis of various examples of the complexes of the present invention will be described below.

[0106] Complexes 1a, 1b, 1c, 1d, 1e and 1f of the present invention were obtained from functionalized aniline 5 in two steps.

[0107] The method for synthesizing the functionalized aniline 5 from p-nitrophenol in 4 steps is described in the article "Activated pyridinium-tagged ruthenium complex as efficient catalyst for Ring-Closing Metathesis (activated pyridinium-tagged ruthenium complex as a ring-closing metathesis effective catalyst)" D. Rix, H. Clavier, Y. Coutard, L. Gulajski, K. Grela*, M. Mauduit*, J. Organomet. Chem., 2006, 691, 5397-5405.

[0108] The following roadmap outlines this two-step synthesis:

[0109]

[0110] Step 1: Synthesis of amides 6a, 6b, 6c, 6d, 6f, 9a, 9b, 10a and 10b from 4-isopropylhydrogen-3-vinylaniline 5

[0111] According to the general procedure, 4-isopropoxy-3-vinylaniline 5 (1 equiv; about 0.2 mmol) was added to a rou...

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Abstract

Ruthenium complex (I), are new. Ruthenium complex of formula (I) are new. L : imidazolidine compound of formula (a) or 2,3-dihydro-1H-imidazole of formula (b); R : alkyl or aryl; either R1>alkyl, perfluoroalkyl, aryl or ruthenium complex of formula (c); and R2>alkyl, perfluoroalkyl or aryl; or R1>, R2>form a cycle. An independent claim is included for a molecule constituted by (I) substituted by an ionic unit. [Image] [Image]

Description

technical field [0001] The object of the present invention is activated and recyclables novel ruthenium-based catalytic complexes and a method for their synthesis. [0002] The invention also relates to the use of such catalytic complexes for olefin metathesis. Background technique [0003] The development of recyclable or activated ruthenium-based catalytic complexes builds on the work of R. Grubbs at the University of California (USA) in relation to ruthenium complex 2a (precatalyst 2b), known as Grubbs II Catalyst. [0004] [0005] The first recyclable complex 3a (precatalyst 3b) with a styryl ether ligand (termed "bommerang" ligand) has been demonstrated by Hoveyda at Boston University (USA). [0006] [0007] This compound is described inter alia in International Patent Application WO0214376. [0008] A first advantage of this complex is that it enables the recycling of the precatalyst, which is recovered at the end of the reaction and can be reused. [0009]...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00B01J31/12
CPCC07F15/0046
Inventor M·莫迪I·洛朗H·克拉维耶
Owner UMICORE AG & CO KG
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