Regioselective hydroformylation of vinyl acetate catalyzed by rhodium complex of naphthyl-based monodentate bulky phosphine and phosphite ligands

Synthesis of fragrance compounds from acyclic monoterpenes: Rhodium catalyzed hydroformylation and tandem hydroformylation/acetalization of linalool and β-citronellene

“…It is also important that in the Rh/P(O-o-t BuPh) 3 system (differently from the Rh/PPh 3 system) the formation of less active bis(phosphorous ligand) rhodium species is highly disfavored by the ligand bulkiness. Bulky phosphite ligands usually show much better performance in hydroformylation compared to phosphine ligands due to the combination of steric and electronic effects [39,40].…”

Synthesis and characterization of TiO2 nanotube supported Rh-nanoparticle catalysts for regioselective hydroformylation of vinyl acetate

“…There are several methods for preparing aldehydes, but the dominant technology is catalytic hydroformylation, which is an elegant method of preparing a wide range of aldehydes in a single step by the reaction of alkenes, CO and H 2 with high selectivity. 1 The reaction was rst discovered by Otto Roelen in 1938 during investigations on the formation of oxygenated products in cobalt-catalyzed Fisher-Tropsch reactions. Several million tons of aldehyde, world wide, are produced annually via the hydroformylation reaction, most of which are reduced to alcohols or oxidized to carboxylic acids.…”

Tri(1‐naphthyl)phosphine as a ligand in palladium‐free Sonogashira cross‐coupling of arylhalogenides with acetylenes

“…In continuation of our research on the application of new ligands in the Sonogashira reaction, here we report on catalytic activity of Np 3 P, synthesized by the Trofimov‐Gusarova reaction under the conditions of palladium‐free Cu‐catalyzed cross‐coupling. The synthesis of this ligand described here offers certain advantages over the classic preparation of Ar 3 P. For instance, it does not require the application of aggressive corrosive reactants (PCl 3 ) or flammable expensive organometallic compounds (eg, n ‐BuLi) and characterized by easiness of the protocol implementation (vide infra). Previously, Np 3 P has been obtained in 10% yield from red phosphorus and 1‐bromonaphthalene in the superbasic system KOH/DMSO.…”

“…It is known that more sterically hindered tri(1‐naphthyl)phosphine (Np 3 P) was found to be an excellent ligand for metal complex catalysts inducing many types of transformations (Heck, Suzuki, etc.) . However, the data on application of Np 3 P in the Sonogashira reaction are lacking in the literature.…”