Micellar promoted alkenes isomerization in water mediated by a cationic half-sandwich Ru(II) complex

Abstract

Micellar media in water provide a simple and efficient environment to favor the double bond isomerization of terminal alkenes catalyzed by the cationic half-sandwich complex 1 at 95 °C. The micellar medium favors both catalyst dissolution in water by means of ion-pairing with the preferred anionic surfactants as well as substrate dissolution thus favoring its conversion into products

Metal Catalysis in Micellar Media

“…The use of micellar media was extended to a variety of catalyzed C-C and C-heteroatom bond forming reactions. The first category includes hydroformylation [14], C=C double bond isomerization [15], Diels-Alder reaction [16], and Heck coupling [17]. A summary of the essential results obtained in these catalytic processes is shown in Figure 31.…”

Transition Metal Catalysis in Micellar Media: Much More Than a Simple Green Chemistry Promise

“…After this seminal work, many other reactions have been tested over the years, e.g., Friedel-Crafts, 22 Stille, 23 diels-Alder, 24 hydration, 25 hydroformylation, 26 nucleophilic aromatic substitutions, 27 indol functionalization, 28 alkyne hydroboration, 29 hydroaminomethylation, 30 isomerization, 31 hydrogenation, 32 C-h functionalization, 33 C-o bond formation, 34 and metathesis. 35 A comprehensive review of these processes is beyond the scope of this contribution; however, a few selected examples illustrating the synthetic potential and practical utility of micellar catalysis will be briefly summarized.…”

Toward Water-Based Recycling Techniques: Methodologies for Homogeneous Catalyst Recycling in Liquid/Liquid Multiphase Media and Their Implementation in Continuous Processes

“…The product separation is usually achieved by extraction with an organic solvent or in the case of solid products by filtration. Several organic reactions, e.g., Friedel–Crafts, , Stille, Diels–Alder, , hydration, nucleophilic aromatic substitutions, indol functionalization, , alkyne hydroboration, hydroaminomethylation, isomerization, hydrogenation, C–H functionalization, C–O bond formation, , and metathesis, , were successfully carried out in micellar emulsions. Suzuki and related Heck coupling reactions are some of the most important reactions for C–C bond formation with special importance in the synthesis of pharmaceuticals.…”