Patent DE-102005061642-A1 (DE)
Title: New phosphorous chelate compounds are useful as catalysts for asymmetrical synthesis (preferably as chiral components for the production of pharmaceuticals, plant protecting agents, cosmetics or flavor materials)
Inventor: VOLLAND MARTIN
IPC: C07C31/125
Filed: 2005-12-22
Abstract: Phosphorous chelate compounds (I) are new. Phosphorous chelate compounds (I) of formula (R1>-P(R2>)-(X)a-Y1>-(O)b-P-((O)c-Rgamma )-(O)d-Rdelta ) are new. either R1>, R2>5-7 membered heterocyclic groups that are bonded over N atom to P atom; or PR1>R2>5-7 membered heterocycle additionally contains optionally substituted N atom and a further under oxygen and optionally substituted N atoms that are bonded directly to P atom; either Rgamma , Rdelta : akyl, cycloalkyl, heterocycloalkyl, aryl or hetaryl (all substituted with 1-5 of cycloalkyl, heterocycloalkyl, aryl, hetaryl, alkoxy, cycloalkoxy, heterocycloalkoxy, aryloxy, hetaryloxy, hydroxy, thiol, polyalkylenoxide, polyalkylenimine, COOH, carboxylate, SO3H, sulfonate, NE1>E2>, NE1>E2>E3>X-, halo, NO2, acyl or CN); or PRgamma Rdelta , ORgamma Rdelta : 5-8 membered heterocycle optionally annealed with 1-3 of cycloalkyl, heterocycloalkyl, aryl or hetaryl, where the heterocycle and optionally the annealed groups are substituted with 1-4 of alkyl, cycloalkyl, heterocycloalkyl, aryl, hetaryl, hydroxy, thiol, polyalkyleneoxide, polyalkylenimine, alkoxy, halo, COOH, carboxylate, SO3H, sulfonate, NE4>E5>, NE4>E5>E6>+>X->, NO2, alkoxycarbonyl, acyl or CN; E4>, E5>, E6>H, alkyl, cycloalkyl or aryl; X : O, S, SiReRf or NRg; Re, Rf, Rg : H, alkyl, cycloalkyl, heterocycloalkyl, aryl or hetaryl; X->anion; Y1>bivalent carbon containing bridge atoms; and a-d : 0-1 (where at least one of b, c or d is 1). Independent claims are also included for: (1) catalyst comprising at least one complex with a transition metal, as ligands of (I); (2) preparation of chiral compounds comprising reacting prochiral compounds containing at least ethylenic unsaturated double bond, with a substrate in the presence of a chiral catalyst; (3) a method for hydroformylation of compounds containing at least ethylenic unsaturated double bond comprising reacting with carbon monoxide and hydrogen in the presence of hydroformylating catalyst; (4) preparation of 2-propylheptanol comprising subjecting butene or butene containing C4-hydrocarbon mixture of hydroformylation to obtain n-valeraldehyde containing hydroformylating products, optionally isolating hydroformylating products under n-valeraldehyde enriched groups, subjecting the obtained hydroformylating products and n-valeraldehyde enriched groups to aldol condensation, hydrogenating the products of aldol condensation, catalytically with hydrogen to alcohols and optionally subjecting the hydrogenation products to isolate 2-propylheptanol enriched groups; and (5) a method of hydroformylation of alpha -olefine and olefine with inner double bonds containing a composition, comprising reacting with carbon monoxide and hydrogen in the presence of hydroformylating catalyst in two-stage reaction system (where the first step comprises feeding an inlet containing olefin, carbon monoxide and hydrogen and converting partly catalytically; feeding and converting the discharge from the above step; and feeding the discharge from the second step with a stream obtained from non-reacted olefine and saturated hydrocarbons).