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US 10,093,690 B2Granted
Heterocyclic selenaphosphites and process for preparation thereof
AssigneeEvonik Degussa GmbH
InventorsKatrin Marie Dyballa, Robert Franke, Claudia Weilbeer, Detlef Selent, Armin Börner
Life of this patent
Estimating the term…
Abstract
Novel heterocyclic selenaphosphites, process for preparation thereof and use thereof as ligand for employment in complexes.
Claims17
A heterocyclic selenaphosphite compound 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 groups are each independently linear, branched or cyclic, where the alkyl and aryl groups are each independently unsubstituted or substituted, where each 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 —R1 is independently selected from —O—(C6-C20)-aryl, —O—(C6-C20)-aryl-(C1-C12)-alkyl, —O—(C6-C20)-aryl-O—(C1-C12)-alkyl, —O—(C6-C20)-aryl-(C6-C20)-aryl, —O—(C6-C20)-aryl-O—(C6-C20)-aryl, —O—(C1-C12)-alkyl, —O—(C1-C12)-alkyl-O—(C1-C12)-alkyl, —O—(C1-C12)-alkyl-(C6-C20)-aryl, or —O—(C3-C12)-cycloalkyl, where the alkyl groups are linear, branched or cyclic, Where the alkyl and aryl groups mentioned are each independently unsubstituted or substituted, each substituted —(C6-C20)-aryl group has at least one or more than one substituent, and
- where the substituents on each aryl group are independently selected from:
- —O—(C1-C12)-alkyl, —(C1-C12)-alkyl-O—(C1-C12)-alkyl, —(C1-C12)-alkyl, —O—(C6-C20)-aryl, —O—(C1-C12-alkyl-O—(C1-C12)-alkyl, —O—(C6-C20)-aryl-O—(C1-C12)-alkyl, —(C3-C12)-cycloalkyl, —(C3-C12)-heterocycloalkyl, —(C6-C20)-aryl, cyano, -halogen, —OCOO—(C1-C12)-alkyl, or —N[(C1-C12)-alkyl]2.
2 more elements
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 groups are each independently linear, brandied or cyclic, Where the alkyl and aryl groups are each independently unsubstituted cr substituted, where each 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 —R1 is independently selected from
- —O—(C6-C20)-aryl, —O—(C6-C20)-aryl-(C1-C12)-alkyl, —O—(C6-C20-aryl-O—(C1-C12)-alkyl,
- —O—(C6-C20)-aryl-(C6-C20)-aryl, —O—(C6-C20)-aryl-O—(C6-C20)-aryl, —O—(C1-C12)-alkyl,
- —O—(C1-C12)-alkyl-O—(C1-C12)- alkyl, —O—(C1-C12)-alkyl-(C6-C20)-aryl, or
- —O—(C3-C12)-cycloalkyl, where alkyl in each case is independently linear, branched or cyclic, where the alkyl and aryl groups mentioned are each independently unsubstituted or substituted, each substituted —(C6-C20)-aryl group has at least one or more than one substituent;
- and
- where the substituents on each aryl group are independently selected from:
- —O—(C1-C12)-alkyl, —(C1-C12)-alkyl-O—(C1-C12)-alkyl, —(C1-C12)-alkyl, —O—(C6-C20)-aryl, —O—(C1-C12)-alkyl-O—(C1-C12)-alkyl, —O—(C6-C20)-aryl-O—(C1-C12)-alkyl, —(C3-C12,)-cycloalkyl, —(C3-C12)heterocycloalkyl, —(C6-C20)-aryl, cyano, -halogen, —O—COO—(C1-C12)-alkyl, or —N[(C1-C12)-alkyl]2,
- comprising at least the process step of
- (i) reacting a selenodiaryl of the general structure (XI)
- 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 groups are each independently linear, branched or cyclic, where the alkyl and aryl groups are each independently unsubstituted or substituted, where each 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 alkoxyearbonyl,
- (ii) with a dihalophosphite compound R1P(Hal)2, where Hal is selected from fluorine, chlorine, bromine, or iodine, where R1 corresponds to the definition immediately above,
- (iii) and obtaining at least one selenaphosphite of the general structure (I).
13 more elements
Dependencies are inferred from the claim text.