Organic bismuth ion compound containing bridge sulphur atom ligand, preparation and uses thereof

An ionic compound and organic bismuth technology, applied in the field of organic bismuth ionic compounds and their preparation, can solve problems such as weak acidity, and achieve the effects of simple preparation, wide application prospect, high catalytic activity and selectivity

Inactive Publication Date: 2009-08-19
HUNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Recently we synthesized organobismuth complexes containing bisphenolate ligands with bridging sulfur atoms and found that they are stable against CO at room temperature 2 (1atm) and propylene oxide ring solvent-free reaction synthesis of

Method used

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  • Organic bismuth ion compound containing bridge sulphur atom ligand, preparation and uses thereof
  • Organic bismuth ion compound containing bridge sulphur atom ligand, preparation and uses thereof
  • Organic bismuth ion compound containing bridge sulphur atom ligand, preparation and uses thereof

Examples

Experimental program
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Effect test

preparation example 1

[0036] Add 0.05mmol organic bismuth ion compound (R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 = H, X = OSO 2 C 8 f 17 ) and 2.0mL ethanol, 1.0mmol benzaldehyde and 1.0mmol aniline, after stirring for 5 minutes, 1.0mmol cyclohexanone was added, placed in a water bath reactor with magnetic stirring, and the reaction was carried out at room temperature at 25°C for 3 hours. TLC followed the reaction until the reaction was complete. The reaction result is: 2-(phenyl(anilino)methyl)cyclohexanone, the yield is 100%, and the selectivity of 2-(phenyl(anilino)methyl)cyclohexanone is 100%.

preparation example 2

[0038] Add 0.05mmol organic bismuth ion compound (R 1 , R 2 , R 3 , R 4 =CH 3 , R 5 , R 6 , R 7 , R 8 = H, X = OSO 2 C 4 f 9 ) and 2.0mL ethanol, 1.0mmol benzaldehyde and 1.0mmol aniline, after stirring for 5 minutes, 1.0mmol cyclohexanone was added, placed in a water bath reactor with magnetic stirring, and the reaction was carried out at room temperature at 25°C for 3 hours. TLC followed the reaction until the reaction was complete. The reaction result is: 2-(phenyl(anilino)methyl)cyclohexanone, the yield is 100%, and the selectivity of 2-(phenyl(anilino)methyl)cyclohexanone is 100%.

preparation example 3

[0040] Add 0.05mmol organic bismuth ion compound (R 1 , R 2 , R 3 , R 4 =C 2 h 5 , R 5 , R 6 , R 7 , R 8 = H, X = OSO 2 CF 3 ) and 2.0mL ethanol, 1.0mmol benzaldehyde and 1.0mmol aniline, after stirring for 5 minutes, 1.0mmol cyclohexanone was added, placed in a water bath reactor with magnetic stirring, and the reaction was carried out at room temperature at 25°C for 3 hours. TLC followed the reaction until the reaction was complete. The reaction result is: 2-(phenyl(anilino)methyl)cyclohexanone, the yield is 100%, and the selectivity of 2-(phenyl(anilino)methyl)cyclohexanone is 100%.

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PUM

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Abstract

The invention discloses a novel organic bismuth ion compound containing bridged sulfur atom ligand. The structural formula of the ligand is (R)(R)(R)(R)PhCH2SCH2Ph(R)(R)(R)(R), wherein, R, R, R, R, R, R, R and R are any same or different radicals on a benzene ring; other radicals X directly connected with bismuth are anions with stronger electrolysis capacity; and in the bismuth compound, Bi forms bonds with two carbon atoms in the ligand, a coordination bond with the sulfur atoms in the ligand and an ionic bond with the corresponding anions. The invention also provides a preparation method of the organic bismuth ion compound and application thereof to organic synthesis as a catalyst.

Description

【Technical field】 [0001] The invention belongs to metallic bismuth ion compounds and their synthesis and application, in particular to a new class of organic bismuth ion compounds containing bridging sulfur atom ligands and their preparation methods and applications. 【Background technique】 [0002] Bismuth belongs to group 15 in the periodic table, is the most metallic element in this group, and is the heaviest stable element in the periodic table. Bismuth typically uses 3 6p electrons for bonding and 2 6s electrons as an inert electron pair. Therefore, most bismuth compounds exist in the +3-valent form, and there are also many +5-valent organic bismuth compounds. Bismuth compounds have green and safe characteristics such as low cost, easy handling, low toxicity and low radioactivity. [0003] Although bismuth is a relatively nontoxic green heavy metal, its use as a catalyst in organic synthesis has been limited until today. Since inorganic bismuth compounds such as bismu...

Claims

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Application Information

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IPC IPC(8): C07F9/94C07C321/20B01J31/22C07C221/00C07C225/22C07C29/40C07C33/30
Inventor 尹双凤邱仁华张晓文许新华夏军陈浪
Owner HUNAN UNIV
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