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US 10,093,604 B2Granted
Heterocyclic selenabisphosphites and process for preparation thereof
AssigneeEvonik Degussa GmbH
InventorsKatrin Marie Dyballa, Robert Franke, Claudia Weilbeer, Detlef Selent, Armin Börner
Life of this patent
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Abstract
Novel heterocyclic selenabisphosphites, process for preparation thereof and use thereof as ligand unit for preparing ligands for use in complexes.
Claims16
A compound of a heterocyclic selenaphosphite having a general structure (I)
- where R2, R3, R4, R5, R6, R7, R8 and R9 are each independently selected from:
- —H, —(C1-C12)-alkyl, —O—(C1-C12)-alkyl, —(C6-C20)-aryl, —O—(C6-C20)-aryl, -halogen, —OC═O—(C1-C12)-alkyl, —S-alkyl, —S-aryl, —COO—(C1-C12)-alkyl, —CONH—(C1-C12)-alkyl, —CO—(C1-C12)-alkyl, —CO—(C6-C20)-aryl, —COOH, —SO3H, —CN, or —N[(C1-C12)-alkyl]2, where the alkyl and aryl groups are each independently unsubstituted or substituted, where the respective substituted —(C1-C12)-alkyl group and substituted —(C6-C20)-aryl group has at least one substituent and the at least one substituent is independently selected in each case from —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —(C6-C20)-aryl, fluorine, chlorine, cyano, formyl, acyl or alkoxycarbonyl, and
- where the —R1 and —R1* groups are independently selected from —H and at least one organofunctional phosphite group, where at least one group of —R1 and —R1* corresponds to an organofunctional phosphite group.
A process for preparing at least one heterocyclic selenaphosphite of the general structure (I)
- where R2, R3, R4, R5, R6, R7, R8 and R9 are each independently selected from:
- —H, —(C1-C12)-alkyl, —O—(C1-C12)-alkyl, —(C6-C20)-aryl, —O—(C6-C20)-aryl, -halogen, —OC═O—(C1-C12)-alkyl, —S-alkyl, —S-aryl, —COO—(C1-C12)-alkyl, —CONH—(C1-C12)-alkyl, —CO—(C1-C12)-alkyl, —CO—(C6-C20)-aryl, —COOH, —SO3H, —CN, or —N[(C1-C12)-alkyl]2, where the alkyl and aryl groups are each independently unsubstituted or substituted, where the respective substituted —(C1-C12)-alkyl group and substituted —(C6-C20)-aryl group has at least one substituent and the at least one substituent in each case is independently selected from —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —(C6-C20)-aryl, fluorine, chlorine, cyano, formyl, acyl or alkoxycarbonyl, and
- where the —R1 and —R1* groups in structure (I) are independently selected from —H and at least one organofunctional phosphite group, where at least one group of —R1 and —R1* corresponds to an organofunctional phosphite group,
- comprising at least the process step of
- (i) reacting a selenodiaryl of the general structure (IX)
- where R2, R3, R4, R5, R6, R7, R8 and R9 are each independently selected from:
- —H, —(C1-C12)-alkyl, —O—(C1-C12)-alkyl, —(C6-C20)-aryl, —O—(C6-C20)-aryl, -halogen, —OC═O—(C1-C12)-alkyl, —S-alkyl, —S-aryl, —COO—(C1-C12)-alkyl, —CONH—(C1-C12)-alkyl, —CO—(C1-C12)-alkyl, —CO—(C6-C20)-aryl, —COOH, —SO3H, —CN, or —N[(C1-C12)-alkyl]2, where the alkyl and aryl groups are each independently unsubstituted or substituted, where the respective substituted —(C1-C12)-alkyl group and substituted —(C6-C20)-aryl group has at least one substituent and the at least one substituent in each case is independently selected from —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —(C6-C20)-aryl, fluorine, chlorine, cyano, formyl, acyl or alkoxycarbonyl,
- (ii) with at least one halophosphite compound R1Ha and/or R1*Hal, where Hal in each case is independently selected from fluorine, chlorine, bromine, or iodine, where —R1 and —R1* each independently correspond to an organofunctional phosphite group,
- (iii) and obtaining at least one heterocyclic selenaphosphite of the general structure (I) or a mixture of selenaphosphites of the structure (I).
6 more elements
Dependencies are inferred from the claim text.