Use of metal-accumulating plants for the preparation of catalysts that can be used in chemical reactions

Patent metadata

Field	Value
Publication number	US-10463901-B2
Application number	US-201715661232-A
Country	US
Kind code	B2
Filing date	Jul 27, 2017
Priority date	Nov 26, 2009
Publication date	Nov 5, 2019
Grant date	Nov 5, 2019

Abstract

A method of implementing organic synthesis reactions uses a composition containing a metal catalyst originating from a calcined plant. The plants can be from the Brassicaceae, Sapotaceae and Convolvulaceae family, and the metal catalyst contains metal in the M(II) form such as zinc, nickel, manganese, lead, cadmium, calcium, magnesium or copper. Examples of the organic synthesis reactions include halogenations, electrophilic reactions, cycloadditions, transesterification reactions and coupling reactions, among others.

First claim

The invention claimed is:

1. A method for the implementation of an organic synthesis reaction, comprising:
providing a composition comprising at least one metal catalyst containing a metal in the M(II) form, said metal originating from a calcined plant or calcined plant part, said composition having been acid treated,
wherein said at least one metal in the M(II) form is selected from the group consisting of zinc (Zn), nickel (Ni), and manganese (Mn), said metal in the M(II) form having been accumulated by the plant during its growth in a soil containing said metal and at least one cationic species selected from the group consisting of Mg 2+ Ca 2+ , Fe 3+ , Na + and K + which have not been accumulated by said plant but are physiologically present in said plant and originate from the latter; and

bringing the composition into contact with at least one chemical compound capable of reacting with said composition.

2. The method according to claim 1 , wherein the organic synthesis reaction is selected from halogenations, electrophilic aromatic reactions in series, synthesis of 3,4-dihydropyrimidin-2(1H)-one or 3,4-dihydropyrimidin-2(1H)-thione, cycloaddition reactions, transesterification reactions, catalyst synthesis reactions for coupling or hydrogenation reactions after reduction of Ni(II) to Ni(0), synthesis of amino acid or oxime developers, and hydrolysis of sulphur-containing organic functions.

3. The method of claim 1 , wherein said organic synthesis reaction is selected from halogenation of alcohols, electrophilic aromatic reactions in series, selected from substitutions or additions; catalyst synthesis reactions for coupling or hydrogenation reactions after reduction of Ni(II) to Ni(0), synthesis of 3,4-dihydropyrimidin-2(1H)-one or 3,4-dihydropyrimidin-2(1H)-thione, cycloaddition reactions, and synthesis of amino acid or oxime developers.

4. The method according to claim 1 , wherein the organic synthesis reaction is a reaction in which a Lewis acid is used such as an alkylating electrophilic substitution reaction.

5. The method according to claim 1 , wherein the organic synthesis reaction is the halogenation of primary, secondary or tertiary alcohols.

6. The method according to claim 1 , wherein the organic synthesis reaction is an electrophilic reaction in series selected from electrophilic substitutions and additions.

7. The method according to claim 1 , wherein the organic synthesis reaction is a Diels-Alder cycloaddition.

8. The method according to claim 1 , wherein the organic synthesis reaction is a Biginelli reaction, corresponding to the reaction of an aromatic aldehyde with a urea or a thiourea and an alkyl acetoacetate.

9. The method according to claim 1 , wherein the organic synthesis reaction is an arynic coupling reaction.

10. The method according to claim 1 , wherein the organic synthesis reaction is a coupling reaction in the synthesis of diaryl compounds.

11. The method according to claim 1 , wherein the organic synthesis reaction is the catalyzed hydrolysis of thiophosphates.

12. The method according to claim 1 , wherein the metal is selected from zinc (Zn), and nickel (Ni).

13. The method according to claim 1 , wherein the acid treatment is carried out by hydrochloric acid.

14. The method according to claim 1 , wherein said plant is Anthyllis vulneraria, Thlaspi caerulescens or Arabidopsis hallerii , and the metal is Zn.

15. The method according to claim 14 , wherein the Zn concentration in the plant is from 2700 mg/kg to 43700 mg/kg of dry weight of plant or plant part.

16. The method according to claim 1 , wherein said plant belongs to the genus Geissois or the genus Alyssum , and the metal is Ni.

17. The method according to claim 16 , wherein the Ni concentration in the plant is from 1000 mg/kg to 36000 mg/kg of dry weight of plant or plant part.

18. The method according to claim 1 , wherein said plant is from the genus Grevilla , and the metal is Mn.

19. The method according to claim 1 , wherein the composition is devoid of or contains only traces of chlorophyll.

Assignees

• Centre Nat Rech Scient
• Univ Montpellier 2 Sciences Et Techniques

Inventors

• Grison Claude
• Escarre Jose

Classifications

• C07C29/62

  by introduction of halogen; by substitution of halogen atoms by other halogen atoms · CPC title

• C07C45/00

  Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds · CPC title

• C07C2527/138

  Compounds comprising a halogen and an alkaline earth metal, magnesium, beryllium, zinc, cadmium or mercury · CPC title

• C07C67/347

  by addition to unsaturated carbon-to-carbon bonds · CPC title

• A62D3/35 Primary

  by hydrolysis · CPC title