Hydroformylation of Unsaturated Dicarboxylic Esters with Rhodium Containing Catalysts

The regioselectivity observed in carbonyl-rhodium catalyzed hydroformylation of dimethyl itaconate (1a), which leads to the preferential formation of dimethyl 2-(formylmethyl)-butandioate (3a) is completely reversed by the modification of the catalyst with phosphanes resulting in the formation of d...

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Bibliographic Details
Main Authors: László Kollár, Giambattista Consiglio, Piero Pino
Format: Article
Language:deu
Published: Swiss Chemical Society 1986-11-01
Series:CHIMIA
Online Access:https://www.chimia.ch/chimia/article/view/9759
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Summary:The regioselectivity observed in carbonyl-rhodium catalyzed hydroformylation of dimethyl itaconate (1a), which leads to the preferential formation of dimethyl 2-(formylmethyl)-butandioate (3a) is completely reversed by the modification of the catalyst with phosphanes resulting in the formation of dimethyl 2-formyl-2-methyl-butandioate (2a). Only the hydrogenation reaction was observed under «oxo» conditions for the isomeric dimethyl mesaconate (1b) or dimethyl citraconate (1c). A low enantioface discrimination involving the same face both for hydrogenation and hydroformylation is found in the reaction of 1a using the chiral ligand (R,R)-2,2-dimethyl-4,5-(diphenylphosphinomethyl)-1,3-dioxolane (DIOP).
ISSN:0009-4293
2673-2424