Practical stereoselective synthetic routes to the antihistaminic drug olopatadine and its E-isomer have been developed, the key steps being a trans stereoselective Wittig olefination using a nonstabilized phosphorus ylide and a stereoselective Heck cyclization. The stereoselectivity of the Wittig reaction depends on both the phosphonium salt anion and the cation present in the base used to gene...

Cross-conjugated bifunctional species including a phosphine, phosphine oxide, phosphine sulfide, phosphonium salt, phosphorus ylide and a gold(I) phosphine complex have been prepared. The photophysical characteristics of the series of compounds have been determined experimentally and are discussed/compared with simpler analogues lacking cross-conjugated branches and rationalized on the basis of...

The use of ionic liquids as functional building blocks based on pyridinium, imidazolium and phosphonium cations to achieve materials combining a structuration at nanoscale with the dramatic mechanical properties of the resulting ionomers has been successfully demonstrated for the first time in a fluorinated matrix.

The three new fluorinated anions BPFPA, PFTFSI, and PFNFSI for highly hydrophobic, hydrolytically stable ionic liquids are introduced, together with a strategy allowing a combinatorial approach for the synthesis of imidazolium and phosphonium based ionic liquids of these relatives of bistriflylimide (BTFSI).

Coupling reaction between electron-rich 2-morpholino-4(3H)-pyrimidinone and nucleophilic side chains of several natural α-amino acids promoted by phosphonium salt has been developed to prepare new optically active pyrimidin-4-yl amino acids. The best results were obtained using a two-step method through the easily available benzotriazolyl-1-oxy intermediate. A detailed optimization study of thi...

A phosphoniafluorene and a spirobiphosphoniafluorene bearing 4-(diethylamino)styryl groups were synthesized. These compounds exhibited bathochromically shifted absorption and emission, compared with their silicon analogues, because of the strong acceptor property of the phosphonium core. They also showed enhanced two-photon absorptions at around 930 nm.

Thermally-responsive, Nonflammable Phosphonium Ionic Liquid Electrolytes for Lithium Metal Batteries: Operating at 100 Degrees Celsius Xinrong Lina, Reza Kavianb, Yi-Chun Lub, Qichao Hub, Yang Shao-Hornb, and Mark W. Grinstaff*a aDepartments of Chemistry and Biomedical Engineering, Boston University, Boston, MA 02215. bDepartment of Materials Science and Engineering, Massachusetts Institute of ...

A camphor based chiral phosphonium hydrido borate zwitterion was synthesised and successfully applied in the enantioselective hydrogenation of imines with selectivities up to 76% ee. The high stability of the novel chiral FLP-system enables effective recycling of the metal-free catalyst.

The radical-mediated addition of triphenylphosphonium tetrafluoroborate to olefins (hydrophosphonation) is reported. Both standard radical initiators and photochemical conditions are effective, up to the gram scale. The phosphonium salts are shown to serve as Z-selective Wittig olefination reagents, even without purification.

The swelling and exfoliation behavior of protonated layered oxides using an organo-phosphonium base, tetrabutylphosphonium hydroxide (TBPOH), was examined for the first time. The action of the aqueous solution induced massive interlayer expansion up to ~100-fold. The swollen crystals were immediately broken and completely exfoliated into unilamellar nanosheets in 1-2 h by shaking.