Homogeneous process for the ruthenium catalyzed addition of carb

Details Homogeneous process for the ruthenium catalyzed addition of carb Homogeneous process for the ruthenium catalyzed addition of carb

1994-07-28

1995-07-04

Killos, Paul J.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

554230, 560 1, 560104, 560 95, C07C 6702

Patent

active

054301793

ABSTRACT:
The present invention relates to a homogeneous, ruthenium catalyzed liquid phase process for vinyl ester synthesis. It has been found that by adding at least one selectivity enhancer to the reaction system, selectivity to the addition reaction is improved while byproduct formation is inhibited. Useful selectivity enhancers include non-reacting heteroatom containing molecules that are believed to act by weakly coordinating to the ruthenium/phosphine ligand complex.

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patent: 3574717 (1971-04-01), Lloyd
patent: 3607915 (1971-09-01), Borsboom et al.
patent: 3898252 (1975-08-01), Serota et al.
Michal Rotem and Youval Shvo, Addition of Carboxylic Acids to Alkynes Catalyzed by Ruthenium Complexes. Vinyl Ester Formation, Organometallics 1983, 2, 1689-1691.
Take-aki Mitsudo, Yoji Hori, Yoshihisa Watanabe, Selective Addition of Unsaturated Carboxylic Acids to Terminal Acetylenes Catalyzed by Bis(n.sup.5 -cyclooctadieny)ruthenium(II)-Tri-n-butylphosphone. A Novel Synthesis of Enol Esters, J. Org. Chem. 1985, 50, 1566-1568.
Take-aki Mitsudo, Yoji Hori, Yasushi Yamakawa and Yoshihisa Watanabe, Ruthenium-Catalyzed Selective Addition of Carboxylic Acids to Alkynes. A Novel Synthesis of Enol Esters, J. Org. Chem., 1987, 52, 2230-2239.
Edward Rothman and Samuel Serota, Enol Esters XIII: Synthesis of Isopropenyl Esters by Addition to Carboxylic Acids to Propyne, Reprinted from the Journal of American Oil Chemists' Society, vol. 48, No. 8, pp. 373-375 (Aug. 1971).

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