Aqueous biphasic hydroformylation of olefins: From classical phosphine-containing systems to emerging strategies based on water-soluble nonphosphine ligands

The crystal structure of bis{3-(diphenylphosphaneyl)propanoato-κ2 O,P}platinum(II) dihydrate, C30H28O6P2Pt

“…Phosphine ligands can be coordinated to various transition metals (Pt, Pd, Rh, Ru etc.) for various applications such as hydroformylation, hydrogenation, Mizoroki-Heck and Suzuki cross-coupling reactions [9][10][11][12][13]. Our interests in phosphine ligands includes application of platinum complexes in catalytic as well as biological studies.…”

Continuous hydroformylation of 1-decene in an aqueous biphasic system enabled by methylated cyclodextrins

“…12 Nevertheless, these benefits have to compete with its intrinsic limitation of low organic substrate solubility in the aqueous catalyst phase, which have also been confirmed by early kinetic studies. 13,14 Therefore, several approaches have been developed to tackle the issue of low space-time yield in biphasic aqueous-organic reaction systems involving poorly water-soluble substrates, namely, by using surfactants, cosolvents, thermoregulated ligands, and cyclodextrins (CDs) to achieve improved hydroformylation, as summarized in the review article by Matsinha et al 14 From this perspective, this work further focuses on the use of CDs as the mass transfer agent to overcome mass transfer limitations in the biphasic hydroformylation of 1-decene. CDs are cyclic oligosaccharides comprising six (α-CD), seven (β-CD), or eight (γ-CD) α-D-glucopyranose units.…”

Synthesis of Nixantphos Core-Functionalized Amphiphilic Nanoreactors and Application to Rhodium-Catalyzed Aqueous Biphasic 1-Octene Hydroformylation

“…The efficient extension of aqueous biphasic catalysis to hydroformylation of higher α-olefins remains an outstanding challenge, despite several approaches having been proposed and studied. These approaches are surveyed in several recent reviews [11][12][13][14], and include the addition of modifiers or compatibilizers [15] such as cosolvents (mostly methanol, ethanol) [16][17][18][19][20][21][22], amphiphilic/thermo-regulated ligands and cyclodextrins [23][24][25] to improve mass transport as well as surfactants (cationic, anionic, double long chain cationic) to increase the interfacial area by emulsion and microemulsion methods [26][27][28][29][30][31][32][33][34][35][36][37]. Other interesting approaches apply thermomorphic methods with catalyst anchoring on lower critical solution temperature (LCST) polymers that become lipophilic at high temperatures [38][39][40][41][42][43][44][45] and on micellar formation with catalyst anchoring on the hydrophobic tail of surfactants [46][47][48].…”