Phase-transfer reactions purely organic compounds

Arylation, olefins, 187, 190 Arylketimines, iridium hydrogenation, 83 Arylpropanoic acid, Grignard coupling, 190 Aspartame, 8, 27 Asymmetric catalysis characteristics, 11 chiral metal complexes, 122 covalently bound intermediates, 323 electrochemistry, 342 hydrogen-bonded associates, 328 industrial applications, 8, 357 optically active compounds, 2 phase-transfer reactions, 333 photochemistry, 341 polymerization, 174, 332 purely organic compounds, 323 see also specific complexes Asymmetric induction, 71, 155 Attractive interaction, 196, 216 Autoinduction, 330 Axial chirality, 18 Aza-Diels-Alder reaction, 220 Azetidinone, 44, 80 Aziridination, olefins, 207... 

Method B. In a Schlenk tube 100 mg (0.11 mmol) of chlorotris(triphenyl-phosphine)rhodium(I), ClRh[P(C6H5)3]3, is dissolved in a mixture of 20 mL of toluene and 10 mL of tetrahydrofuran. Then 20 mL of an aqueous solution of 1.87 g (3.3 mmol) of tppts is added to this solution to form a lower layer. After 12 h of vigorous stirring, the reaction mixture is transferred to a separation funnel. The aqueous phase is separated and washed twice, in each case with 5 mL of methylene chloride. The organic phases are discarded. The pure compound is obtained by column chromatography of the water phase on Sephadex G-15. Yield 180 mg (82%). 

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