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Cuprum (II) coordination compound catalyst of selective catalytic oxidation thioether and preparation method of cuprum (II) coordination compound catalyst

A sulfide oxidation, selective technology, applied in the direction of organic compound/hydride/coordination complex catalyst, organic compound preparation, physical/chemical process catalyst, etc., can solve the problem of high reaction temperature, long reaction time and harsh conditions. and other problems, to achieve the effect of good thermal stability, simple operation and simple reaction equipment

Active Publication Date: 2013-04-03
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the conditions for the selective oxidation of thioethers to corresponding sulfoxides are relatively harsh, and most of them need to be soluble in a specific reaction solvent under strong acid or strong alkali conditions, a longer reaction time, a higher reaction temperature or a specific reaction solvent (Kiumars Bahrami, Mohammad M. Khodaei, Behrooz H. Yousefi, Tetrahedron Lett. 2010, 51, 6939–6941.)

Method used

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  • Cuprum (II) coordination compound catalyst of selective catalytic oxidation thioether and preparation method of cuprum (II) coordination compound catalyst
  • Cuprum (II) coordination compound catalyst of selective catalytic oxidation thioether and preparation method of cuprum (II) coordination compound catalyst
  • Cuprum (II) coordination compound catalyst of selective catalytic oxidation thioether and preparation method of cuprum (II) coordination compound catalyst

Examples

Experimental program
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Effect test

experiment example 1

[0031] Preparation of Experimental Example 1 Complexes I and II:

[0032] 1mmol N-(2-pyridylmethyl)-L(D)-aspartic acid (224mg), 2mmol copper chloride (340mg) were dissolved in 10mL 1,4-dioxane and water (V / V=2 :1) in the mixed solution, wherein the molar ratio of the copper salt and N-(2-pyridylmethyl)-aspartic acid is 2:1. Mix and stand for a period of time, filter, seal the filtrate, and get blue blocky crystals after a few days, which are collected by filtration, washed with ethanol, and dried naturally. The yield is 84% ​​(based on pasp, the same below).

experiment example 2

[0033] Preparation of Experimental Example 2 Complexes I and II:

[0034] 2mmol N-(2-pyridylmethyl)-L(D)-aspartic acid (448mg), 1mmol copper chloride (170mg) were dissolved in 10mL 1,4-dioxane and water (V / V=1 :2) in the mixed solution, wherein the molar ratio of the copper salt and N-(2-pyridylmethyl)-aspartic acid is 1:2. Mix and stand for a period of time, filter, and seal the filtrate to puncture the holes. After a few days, blue blocky crystals are obtained, which are collected by filtration, washed with ethanol, and dried naturally. The yield is 81%.

experiment example 3

[0035] Preparation of Experimental Example 3 Complexes I and II:

[0036] 1mmol N-(2-pyridylmethyl)-L(D)-aspartic acid (224mg), 1mmol copper chloride (170mg) were dissolved in 10mL 1,4-dioxane and water (V / V=1 :1) in the mixed solution, wherein the molar ratio of the copper salt and N-(2-pyridylmethyl)-aspartic acid is 1:1. Mix and let stand for a period of time, filter, seal the filtrate and puncture the holes, obtain blue blocky crystals after a few days, collect them by filtration, wash with ethanol, and dry naturally, the yield is 89%.

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Abstract

The invention discloses a cuprum (II) coordination compound catalyst of selective catalytic oxidation thioether and a preparation method of the cuprum (II) coordination compound catalyst, and relates to the technical field of transition metal coordination polymers. The chemical formula of the coordination compound is as shown in the specification, wherein pasp is an N-(2-picolyl)-L(D)-aspartic acid negative ion ligand. A preparation process of the cuprum (II) coordination compound catalyst comprises the steps that cupric salt and N-(2-picolyl)-L(D)-aspartic acid are adopted as reaction raw materials to react in a volatilization condition at a room temperature, and a homochiral crystalline material is obtained. A synthetic method is mild in condition, high in yield, convenient to operate, and good in reproducibility. The reaction of adopting a sample of the coordination compound catalyst to oxidize different thioethers into corresponding sulphoxides is high in yield, and the cuprum (II) coordination compound catalyst is simple to prepare and facilitates large-scale popularization.

Description

technical field [0001] The invention relates to the technical field of transition metal coordination polymers, in particular to a class of N-(2-pyridylmethyl)-L(D)-aspartic acid copper (II) complexes and a preparation method thereof. The complex has a good catalytic oxidation effect on the oxidation of specific sulfides to sulfoxides, and this complex has good thermal stability, and is expected to be further applied in the field of catalysis. technical background [0002] In recent years, the selective oxidation of sulfides to corresponding sulfoxides has attracted more and more attention (Shi F., Tse M.K., Kaiser H.M., Beller M., Adv.Synth.Catal., 2007,349,2425 –2429). However, the conditions for the selective oxidation of thioethers to corresponding sulfoxides are relatively harsh, and most of them need to be soluble in a specific reaction solvent under strong acid or strong alkali conditions, a longer reaction time, a higher reaction temperature or a specific reaction so...

Claims

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Application Information

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IPC IPC(8): C07F1/08C07D213/36B01J31/22C07C315/02C07C317/14C07C317/10
Inventor 瞿保华张致慧陈圣春陈群何明阳
Owner CHANGZHOU UNIV
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