Monophosphite ligands having a carbonate group

1. A compound having one of the two structures I and II:

wherein

R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 are each independently selected from: —H, —(C 1 -C 12 )-alkyl, —O—(C 1 -C 12 )-alkyl, —O—(C 6 -C 20 )-aryl, —(C 6 -C 20 )-aryl, halogen, COO—(C 1 -C 12 )-alkyl, CONH—(C 1 -C 12 )-alkyl, —(C 6 -C 20 )-aryl-CON[(C 1 -C 12 )-alkyl] 2 , —CO—(C 1 -C 12 )-alkyl, —CO—(C 6 -C 20 )-aryl, —COOH, —OH, —SO 3 H, —SO 3 Na, —NO 2 , —CN, —NH 2 , or —N[(C 1 -C 12 )-alkyl] 2 ;

X and Y are each independently selected from:

—(C 1 -C 12 )-alkyl, —(C 6 -C 20 )-aryl, —(C 6 -C 20 )-aryl-(C 1 -C 12 )-alkyl, —(C 6 -C 20 )-aryl-O—(C 1 -C 12 )-alkyl, —(C 1 -C 12 )-alkyl-(C 6 -C 20 )-aryl, —(C 6 -C 20 )-aryl-COO—(C 1 -C 12 )-alkyl, —(C 6 -C 20 )-aryl-CONH—(C 1 -C 12 )-alkyl, —(C 6 -C 20 )-aryl-CON[(C 1 -C 12 )-alkyl] 2 , —(C 4 -C 20 )-heteroaryl, —(C 4 -C 20 )-heteroaryl-(C 1 -C 12 )-alkyl, or —(C 5 -C 8 )-cycloalkyl-(C 4 -C 20 )-aryl-CO—(C 6 -C 20 )-aryl;

Z is selected from:

—(C 1 -C 12 )-alkyl-, —(C 6 -C 20 )-aryl-, —(C 6 -C 20 )-aryl-(C 1 -C 12 )-alkyl-, —(C 1 -C 12 )-alkyl-(C 6 -C 20 )-aryl-, —(C 4 -C 20 )-heteroaryl-, —(C 6 -C 20 )-aryl-CO—(C 6 -C 20 )-aryl-, or —(C 6 -C 20 )-aryl-(C 6 -C 20 )-aryl-; and

Q is selected from:

—(C 1 -C 18 )-alkyl-, —(C 1 -C 12 )-alkyl-(C 1 -C 20 )-aryl-, —(C 1 -C 18 )-haloalkyl-, or

—NH—(C 1 -C 18 )-alkyl, and

wherein the alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl and heteroaryl groups mentioned are optionally substituted.

2. The compound according to claim 1 ,

wherein X and Y are each independently selected from:

—(C 1 -C 12 )-alkyl, —(C 6 -C 20 )-aryl, —(C 6 -C 20 )-aryl-(C 1 -C 12 )-alkyl, —(C 6 -C 20 )-aryl-O—(C 1 -C 12 )-alkyl, —(C 6 -C 20 )-aryl-COO—(C 1 -C 12 )-alkyl, —(C 6 -C 20 )-aryl-CONH—(C 1 -C 12 )-alkyl, —(C 6 -C 20 )-aryl-CON[(C 1 -C 12 )-alkyl] 2 , —(C 4 -C 20 )-heteroaryl or —(C 4 -C 20 )-heteroaryl-(C 1 -C 12 )-alkyl.

3. The compound according to claim 1 ,

wherein Z is selected from:

—(C 1 -C 12 )-alkyl-, —(C 6 -C 20 )-aryl-, —(C 6 -C 20 )-aryl-(C 1 -C 12 )-alkyl-, —(C 6 -C 20 )-aryl-CO—(C 6 -C 20 )-aryl-, —(C 1 -C 12 )-alkyl-(C 6 -C 20 )-aryl-, or —(C 6 -C 20 )-aryl-(C 6 -C 20 )-aryl-.

4. The compound according to claim 1 ,

wherein Q is selected from:

—(C 1 -C 12 )-alkyl-, —(C 1 -C 3 )-alkyl-(C 1 -C 6 )-aryl-, —(C 1 -C 18 )-haloalkyl-, or

—NH—(C 1 -C 8 )-alkyl.

5. The compound according to claim 1 ,

wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 are each independently selected from: —H, —(C 1 -C 12 )-alkyl, —O—(C 1 -C 12 )-alkyl, —O—(C 6 -C 20 )-aryl, —(C 6 -C 20 )-aryl, —COO—(C 1 -C 12 )-alkyl, —CONH—(C 1 -C 12 )-alkyl, —(C 6 -C 20 )-aryl-CON[(C 1 -C 12 )-alkyl] 2 , —CO—(C 1 -C 12 )-alkyl, —CO—(C 6 -C 20 )-aryl, —COOH, —OH, —NH 2 , or N[(C 1 -C 12 )-alkyl] 2 .

6. The compound according to claim 1 ,

wherein X and Y are the same radicals.

7. The compound according to claim 1 ,

wherein R 3 and R 6 are each —O—(C 1 -C 12 )-alkyl.

8. The compound according to claim 1 ,

wherein R 3 and R 6 are each —OMe.

9. The compound according to claim 1 ,

wherein R 1 and R 8 are each —(C 1 -C 12 )-alkyl.

10. The compound according to claim 1 ,

wherein R 1 and R 8 are each tert-butyl.

11. The compound according to claim 1 ,

having the general structure III:

wherein R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 are each independently selected from:

—H, —(C 1 -C 12 )-alkyl, —O—(C 1 -C 12 )-alkyl, —O—(C 6 -C 20 )-aryl, —(C 6 -C 20 )-aryl, -halogen, —COO—(C 1 -C 12 )-alkyl, —CONH—(C 1 -C 12 )-alkyl, —(C 6 -C 20 )-aryl-CON[(C 1 -C 12 )-alkyl] 2 , —CO—(C 1 -C 12 )-alkyl, —CO—(C 6 -C 20 )-aryl, —COOH, —OH, —SO 3 H, —SO 3 Na, —NO 2 , —CN, —NH 2 , or —N[(C 1 -C 12 )-alkyl] 2 .

12. The compound according to claim 1 ,

having the structure IV:

wherein R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 are each independently selected from:

—H, —(C 1 -C 12 )-alkyl, —O—(C 1 -C 12 )-alkyl, —O—(C 6 -C 20 )-aryl, —(C 6 -C 20 )-aryl, -halogen, —COO—(C 1 -C 12 )-alkyl, —CONH—(C 1 -C 12 )-alkyl, —(C 6 -C 20 )-aryl-CON[(C 1 -C 12 )-alkyl] 2 , —CO—(C 1 -C 12 )-alkyl, —CO—(C 6 -C 20 )-aryl, —COOH, —OH, —SO 3 H, —SO 3 Na, —NO 2 , —CN, —NH 2 , or —N[(C 1 -C 12 )-alkyl] 2 .

13. A compound, which is selected from the group consisting of compounds 1-6:

14. A compound, which is one of the following compounds:

15. A complex, comprising:

a compound according to claim 1 , and

a metal atom selected from the group consisting of Rh, Ru, Co, Ir and mixtures thereof.

16. A hydroformylation reaction, comprising:

hydroformylating an olefin in the presence of a compound according to claim 1 as a catalyst.

17. A process, comprising:

a) initially charging an olefin;

b) adding

i) a complex according to claim 15 , or

ii) a compound according to claim 1 and a compound comprising a metal atom selected from the group consisting of Rh, Ru, Co and Ir, to obtain a reaction mixture;

c) feeding H 2 and CO into the reaction mixture,

d) heating the reaction mixture, to obtain conversion of the olefin to an aldehyde.