Patent · US Expired

Chiral amido-phosphine-phosphinite compounds

US6348612B1 · kind B1 · utility

4Cited by
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54Claims
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Assignee

Inventors

Key dates

Filing dateMar 5, 1998
Grant dateFeb 19, 2002
Priority date
Expiry dateMar 5, 2018

Classification

  • Technology area (CPC B)Performing Operations; Transporting
  • CPC primaryB01J2531/827
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

Novel chiral amidophosphine-phosphinite compounds, which are present in (R) and (S) form, of the general formula wherein R1 signifies alkyl, cycloalkyl or aralkyl, R2 signifies alkyl, cycloalkyl, aralkyl or aryl and R3 and R4 each independently signify alkyl, cycloalkyl, aralkyl, aryl or heteroaryl or R3 and R4 together with the respective phosphorus atom signify a 9-dibenzophospholyl, 9-phosphabicyclo[3.3.1]nonyl or 9-phosphabicyclo[4.2.1]nonyl group and * denotes a chiral center, are manufactured by reacting a compound of the general formula R1C(OH)—CONHR2 (III) with a disubstituted chlorophosphane of the general formula R3R4PCl (IV) in a solvent and in the presence of a base. As ligands the amidophosphine-phosphinite compounds in accordance with the invention form complexes with Group VIII transition metals, especially with rhodium, iridium, ruthenium and palladium, and optionally with further ligands, and such complexes are likewise an object of the present invention; they can be used as catalysts for enantioselective reactions, especially for asymmetric hydrogenations, enantioselective hydrogen displacements and allylic substitution reactions.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.