Method of preparing di-organo-magnesium compounds

• US 4,329,301 A
• Filed: 02/21/1980
• Issued: 05/11/1982
• Est. Priority Date: 02/20/1979
• Status: Expired due to Term

• Current Assignee: Studiengesellschaft Kohle MBH
• Original Assignee: Studiengesellschaft Kohle MBH
• Inventors: Bogdanovic, Borislav
• Primary Examiner(s): SNEED, HELEN
• Application Number:
  US06/123,157
• Time in Patent Office: 810 Days
• Field of Search: 260/665 R
• US Class Current: 260/665.00R
• CPC Class Codes: C07F 3/02 Magnesium compounds

Abstract

A method of preparing a di-organo-magnesium compound of the formula R₂ M_g in which R is an organic radical bonded to Mg by carbon, comprising reacting magnesium hydride MgH₂ or magnesium and hydrogen with an olefin in the presence of a catalyst comprising a compound of a transition metal of the 4th to 8th secondary group and an organometallic compound or a hydride of a metal of the 1st to 3rd principal groups of the periodic system. Advantageously there is also present a polycyclic aromatic compound or a tertiary amine as activator and the reaction is effected in the presence of tetrahydrofuran as solvent at a pressure of about 1 to 300 bars at about 0° to 200° C., the atomic ratio of Mg:transition metal being from about 10⁴ to 10:1, the molar ratio of transition metal compound:organometal compound or metal hydride being from about 0.1 to 10:1, the molar ratio of olefin:magnesium being from about 2 to 10:1 and the olefin being of the formula CH₂ ═CHR'"'"' wherein R'"'"' is H or an alkyl, cyclo-alkyl, aryl or aralkyl group.

Claims

1. A method of preparing a di-organo-magnesium compound of the formula R₂ Mg in which R is an organic radical bonded to Mg by carbon, comprising reacting magnesium hydride MgH₂ or magnesium and hydrogen with an olefin in the presence of a catalyst comprising a compound of a transition metal of the 4th to 8th secondary groups and an organometallic compound or a hydride of a metal of the 1st to 3rd principal groups of the periodic system.

2. A method according to claim 1, wherein the reaction is performed in the presence of a solvent.

3. A method according to claim 1, wherein the reaction is effected at a pressure of about 1 to 300 bars.

4. A method according to claim 1, wherein the reaction is effected at from about 0°

to 200°

C.

5. A method according to claim 1, wherein the atomic ratio of Mg:

transition metal is from about 10⁴ to 10;

1.

6. A method according to claim 1, wherein the molar ratio of transition metal compound:

organometal compound or metal hydride is from about 0.1 to 10;

1.

7. A method according to claim 1, wherein the catalyst further comprises a polycyclic aromatic compound or a tertiary amine as activator.

8. A method according to claim 7, wherein the activator comprises a polycyclic aromatic compound selected from the group consisting of naphthalene, anthracene, tetracene, pentacene, phenanthrene and perylene.

9. A method according to claim 7, wherein the activator comprises a pyridine or a tertiary amine of the formula NR₃ in which R is an alkyl, cycloalkyl or aryl group.

10. A method according to claim 1, wherein the molar ratio of olefin:

magnesium is from about 2 to 10;

1.

11. A method according to claim 1, wherein the olefin is of the formula CH₂ ═

CHR'"'"' wherein R'"'"' is H or an alkyl, cycloalkyl, aryl or aralkyl group.

12. A method according to claim 1, wherein the reactant is magnesium hydride.

13. A method according to claim 1, wherein the reactant is magnesium plus hydrogen.

14. A method according to claim 7, wherein the reaction is effected in the presence of tetrahydrofuran as solvent at a pressure of about 1 to 300 bars at about 0°

to 200°

C., the atomic ratio of Mg;

transition metal being from about 10⁴ to 10;

1, the molar ratio of transition metal compound;

organometal compound or metal hydride being from about 0.1 to 10;

1, the molar ratio of olefin;

magnesium being from about 2 to 10;

1 and the olefin being of the formula CH₂ ═

CHR'"'"' wherein R'"'"' is H or an alkyl, cyclo-alkyl, aryl or aralkyl group.

15. The method of claim 1, wherein said transition metal is selected from titanium, zirconium, hafnium, vanadium, chromium and nickel.

16. The method of claim 15 wherein said transition metal is in the form of a halide salt.

17. The method of claim 16 wherein said halide salt is in the form of a chloride.

18. The method of claim 17 wherein said halide salt is zirconium chloride.

19. A method according to claim 1 wherein the catalyst is a compound of a transition metal of the fourth to eighth secondary groups and a hydride of a metal of the first to third principal groups of the periodic system.

20. A method according to claim 1 wherein the catalyst is a compound of a transition metal of the fourth to eighth secondary groups and an organo metallic compound of a metal of the first to third principal groups of the periodic system.