Bisphosphite ligands based on benzopinacol with an open outer unit
Bisphosphite ligands based on benzopinacol with an open outer unit, and the use thereof in hydroformylation.
1. A compound of formula (I):
wherein
R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 are each independently selected from: —H, —(C 1 -C 12 )-alkyl, —O—(C 1 -C 12 )-alkyl or —(C 4 -C 12 )-aryl, and the radicals R 1 , R 2 , R 3 , R 4 , and also the radicals R 6 , R 7 , R 8 , R 9 , R 10 , may form fused systems with one another.
2. The compound according to claim 1 ,
wherein R 11 and R 14 are —(C 1 -C 12 )-alkyl.
3. The compound according to claim 1 , wherein R 11 and R 14 are - tert Bu.
4. The compound according to claim 1 ,
wherein R 2 , R 13 are selected from: —(C 1 -C 12 )-alkyl or, —O—(C 1 -C 12 )-alkyl.
5. The compound according to claim 1 ,
wherein R 12 and R 13 are —OCH 3 or - tert Bu.
6. The compound according to claim 1 ,
wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 are selected from —H, —(C 1 -C 12 )-alkyl or —(C 4 -C 12 )-aryl.
7. The compound according to claim 1 ,
wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 are selected from —H, - tert Bu, —(C 4 -C 6 )-aryl.
8. The compound according to claim 1 ,
wherein the compound has one of the structures (1) to (3):
9. A process comprising the process steps of:
a) initially charging an ethylenically unsaturated compound;
b) adding a compound according to claim 1 ;
and a substance comprising Rh;
c) feeding in H 2 and CO, and
d) heating the reaction mixture from a) to c), with conversion of the olefin to an aldehyde.
10. The process according to claim 9 ,
wherein the ethylenically unsaturated compound in process step a) is selected from: ethene, propene, 1-butene, cis- and/or trans-2-butene, isobutene, 1,3-butadiene, 1-pentene, cis- and/or trans-2-pentene, 2-methyl-1-butene, 3-methyl-1-butene, 2-methyl-2-butene, hexene, tetramethylethylene, heptene, 1-octene, 2-octene, di-n-butene, or mixtures thereof.
11. The process according to claim 9 ,
wherein the substance comprising Rh is selected from: Rh(acac)(CO) 2 , [(acac)Rh(COD)] (Umicore, acac=acetylacetonate anion; COD=1,5-cyclooctadiene), Rh 4 CO 12 .
12. The process according to claim 9 ,
wherein CO is fed in in process step c) at a pressure in the range from 1 to 6 MPa (10 to 60 bar).
13. The process according to claim 9 ,
wherein the reaction mixture is heated in process step d) to a temperature in the range from 80° C. to 160° C.