Rhodium complexes of the water-soluble phosphine (2-diphenylphosphinoethyl)trimethylammonium nitrate: Their chemistry in polar solvents, and their use as catalysts in aqueous solution, in aqueous/organic two-phase systems and adsorbed on a cation exchange resin

Towards Sustainable Catalysis – Highly Efficient Olefin Metathesis in Protic Media Using Phase Labelled Cyclic Alkyl Amino Carbene (CAAC) Ruthenium Catalysts

“…In general, two main approaches are applied in the synthesis of aqueous catalyst systems (1) grafting the catalyst to water soluble polymers and (2) synthesis of catalysts containing highly polar, small tags such as cationic quaternary ammonium salts or anionic sulfonyl groups …”

“…In general, two main approaches are applied in the synthesis of aqueous catalyst systems [26][27][28] (1) grafting the catalyst to water soluble polymers [19,20,29] and (2) synthesis of catalysts containing highly polar, small tags such as cationic quaternary ammonium salts [30,31] or anionic sulfonyl groups. [32,33] In order to achieve reasonable solubility in protic solvents and water, the introduction of p-trimethylammonium groups to the N-aryl groups of Ru-CAAC has been targeted.…”

Organic Reactions in Aqueous Media with a Focus on Carbon−Carbon Bond Formations: A Decade Update

“…However, with this monosulfonated ligand, some leaching of rhodium into the organic phase was observed. 73 The highly water-soluble tris-sulfonated ligand, P(m-PhSO 3 Na) 3 , 74,75 was found to be highly recyclable. A variety of 1-alkenes were hydroformylated with this catalyst in high linear selectivity, generating the corresponding terminal aldehyde.…”

“…Initially, the water-soluble complex [HRh(CO)(Ph 2 PPhSO 3 Na) 3 ] 72 was used. However, with this monosulfonated ligand, some leaching of rhodium into the organic phase was observed , was found to be highly recyclable.…”

Water-Soluble Organometallic Compounds. 7.1Further Studies of 1,3,5-Triaza-7-Phosphaadamantane Derivatives of Group 10 Metals, Including Metal Carbonyls and Hydrides

“…Although phosphine ligands containing sulfonated aryl groups (e.g., TPPTS, 1 ) have dominated the ligands utilized in water-solubilizing organometallic derivatives, there is an increase in the number of investigations involving other types of substituents on phosphines which impart water solubility. For example, these include cationic ammonium groups (Ph 2 PCH 2 CH 2 NMe 3 + and Cy 2 PCH 2 CH 2 NMe 3 + ) − and carboxylated aromatic groups ( 2 ) . Among the nonionic aliphatic phosphine ligands which offer greater basicities are tris (hydroxymethylphosphine), P(CH 2 OH) 3 , , (HOCH 2 ) 2 PC 6 H 4 P(CH 2 OH) 2 , and PTA ( 3 ). − It is also possible to alkylate or protonate one of the nitrogen bases in the latter ligand to afford the ionic ligands PTAMe + and PTAH + , respectively, thus providing additional solubility properties in water.…”