Selective two-phase hydrogenation of sorbic acid using [Cp*Ru(sorbic acid)]+ catalyst 

Abstract

Unsaturated hexenoic acids are important compounds due to their utilization for specific aromatic alcohol (leaf alcohols) preparation. The influences of the reaction conditions on the sorbic acid hydrogenation to cis-hex-3-enoic acid are given. [Cp*Ru(sorbic acid)]CF 3 SO 3 was used as catalyst in two-phase hydrogenation.

Immobilization of [Cp*Ru(sorbic acid)]CF3SO3 catalyst: Application for sorbic acid hydrogenation and comparison with homogeneous and two-phase catalysis

“…Comparison of catalyst activity and selectivity in sorbic acid hydrogenation in homogeneous state, two-phase [14] (ethy- lene glycol-MTBE) and heterogenized state was carried out ( Table 1). The reaction mechanism (Fig.…”

Notes on selectivity aspects in sorbic acid and sorbic alcohol hydrogenation

“…The same catalyst with small modifications was used for sorbic alcohol hydrogenation. Sorbic acid and sorbic alcohol hydrogenations using this catalyst were discussed in our recent works [7]. The catalyst was used first homogeneously without any adaptation in methyl-tert-butyl ether, then in heterogeneous arrangement [8] after immobilization using hydrogen bonds to the silica in methyl-tert-butyl ether and in a two-phase system, in which the catalyst was dissolved in ethylene glycol (catalyst phase) and products were dissolved in methyltert-butyl ether (product phase).…”

Ruthenium complex immobilization on layered silicate materials

“…Homogenous Ru catalyst offer suitable means for the preparation of cis-hex-3-en-1-ol (one of the significant leaf alcohols). This catalyst [Cp*Ru(sorbic acid)]Tf (Tf = CF 3 SO 3 -) is also appropriate for the hydrogenation of sorbic (hexa-2,4-dienoic) acid to cis-hex-3-enoic acid, generating a very high selectivity under mild conditions [1][2][3][4]. The desired leaf alcohol can be obtained from cis-hex-3-enoic acid by a chemical reduction.…”