TPPMS sodium triphenylphosphine

Another approach to increase solution stability and decrease the number of isomers in [99mTc]HYNIC complexes involves the use of a water-soluble phosphine (Fig. 2 TPPTS, disodium triphenylphosphine-3,3 -disulfonate, TPPDS, and sodium triphenylphosphine-3-monosulfonate, TPPMS) as a second coligand [42]. It was found that the combination of XV120 with tricine and a phosphine coligand results in a versatile ternary ligand system that forms 99mTc... 

Table 1 Liquid chromatography-mass spectrometry spectral data for ternary ligand99mTc complexes [99mTc(XV120)(tricine)(L)], where VX120 is cyclo(D-Val-NMeArg-Gly-Asp-Mamb(5-(6-(6-hydrazinonicotinamido)hexanamide))) and L is trisodium triphenylphos-phine-3,3, 3"-trisulfonate (TPPTS), disodium triphenylphosphine-3,3 -disulfonate (TPPDS), sodium triphenylphosphine-3-monosulfonate (TPPMS), N-(2-hydroxylethyl)isonicotinyl-amide (ISONIC-HE), and ISONIC-Sorb. Data from Ref. [54]...

Figure 15.1 Typical hydroformylation monophosphine ligands TPPTS (3, triphenylphos-phine trisulfonate, sodium salt), TPPTIM (4, triphenylphosphine trisulfonate, l-butyl-2,3-dimethylimidazolium salt), and TPPMS (5, triphenylphosphine monosulfonate, sodium salt).

It occurred to us that ionic interactions might be a highly suitable binding motif to enforce the formation of heterobidentate ligand combinations [48[. The assembly ligand 14 /IS has been formed from the well-known TPPMS (14, monosulfonated triphenylphosphine sodium salt) and 3-(diphcnylphosphinyl)aniline hydrochloride (IS) by a simple ion-exchange reaction (Scheme 10.6). The coordination behavior ofthe ion-pair 14 /I S has been tested with various transition metal complexes. Other... 

A. (MFT -SULFONATOPHENYL)DIPHENYLPHOSPHINE, SODIUM SALT (MONO-SULFONATED TRIPHENYLPHOSPHINE, TPPMS)... 

TPPMS triphenylphosphine sulfonate, sodium salt PPh2(C6H4S03Na)3... 

Sulfonation of triarylphosphines is a good procedure for preparing aqueous soluble phosphines. The mono-sulfonated triphenylphosphine (115) (frequently abbreviated as TPPMS) (<5(P) —4 ppm (D20)) is readily prepared from PPh3 and fuming sulfuric acid, followed by neutralization with NaOH solution (Equation (29)).238 The sodium salt has an approximate solubility of 12 gL-1 in water at room temperature and is virtually insoluble in most common organic solvents. 

Sulfonated triphenylphosphine [TPPTS (triphenylphosphine, m-trisulfonated) tri(m-sulfophenyl)phosphine] (II-l) and monosulfonated triphenylphosphine [TP-PMS (triphenylphosphine, monosulfonated) 3-(diphenylphosphino)benzenesul-fonic acid] (II-2) are commercially available ligands and their sodium salts are water-soluble [15]. The Na salt of the ligand TPPTS is very soluble and may be too soluble in water, hence moderately soluble TPPMS is preferred. Another water-soluble phosphine is 2-(diphenylphosphinoethyl)trimethyl ammonium halide (II-11) [16]. A number of other water-soluble phosphines are now known (Table 1.2). Pd complexes, coordinated by these phosphines, are soluble in water, and Pd-catalyzed reactions can be carried out in water, which is said to have an accelerating effect in some catalytic reactions. 

The other large group of water-soluble phosphines contains ionic substituents in the aryl or alkyl groups attached to phosphorus. Mono-, di-, and trisulfonated triphenylphosphine (TPPMS, TPPDS, and TPPTS, respectively), as well as several sulfonated diphosphines can be prepared by direct sulfona-tion with fuming sulfuric acid (52,59,60). Care should be taken to avoid oxidation of the phosphorus, this can be best achieved by using an anhydrous ortho-boric acid-sulfuric acid mixture (60). Sodium or potassium salts of TPPMS can... 

The rhodium-catalyzed conjugation reaction also proceeded well in the presence of ionic liquids [30] or in aqueous biphasic solutions using a water-soluble Rh(TPPMS) (TPPMS = triphenylphosphine monosulfate) catalyst and the surfactant sodium dodecyl sulfate (SDS) [31]. In this manner, all diene and triene components of sunflower, peanut, sesame, soybean, linseed, and rapeseed oil were converted to form 82-100% of conjugated products. Absolutely no nonconju-gated isomers remained. 

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