Dimethyl phenyl phosphine

Dimethyl(phenyl)phosphine sulfide 418 Dimethylthiophosphinic bromide (16.4 g, 95 mmoles) in ether (75 ml) is added during 15 min, with stirring at 0-10°, to a solution of phenylmagnesium bromide (0.1 mole) in ether (110 ml). The mixture is set aside overnight and then poured into a mixture of ice and 10 % sulfuric acid. The aqueous layer is washed with ether, and the ethereal washings and the original ether layer are washed with water, dried over sodium sulfate, and evaporated. The residual oil crystallizes when cooled and rubbed, and on recrystallization from hexane-benzene gives the sulfide as colorless needles (14.2 g, 88 %), m.p. 47-47.7°. 

Kapoor P, Lovqvist K, Oskarsson A (1998) Cis/trans influences in platinum(ll) complexes X-ray crystal stmctures of cis-dichlorD(dimethyl sulfide)(dimethyl sulfoxide)platinum(II) and cis-dichloro(dimethyl sulfide)(dimethyl phenyl phosphine)platinum(ll). J Mol Struct 470 39-47... 

Nitrosodurene tetracarbonyl(dimethyl-phenyl-phosphine)manganese(0)... 

C3 4H5 2Cl6MoN202P4Re, Tetrachloro(chlorotetrakis(dimethyl(phenyl)-phosphine)rhenium(I))-M dinitrogen-methoxymolybdenum(V)-methanol-hydrochloric acid, 40B, 924... 

A lV -Bis p-carbomethoxy benzoyl) butanediamine (T4T-dimethyl), synthesis of, 107-108 Bischloroformates, reaction with dicarboxylic acids, 87 Bis(4-chlorophenyl)phenyl phosphine oxide (BCPPO), 345... 

Finally, a reaction should be mentioned in which a nucleophile gives support to another reacting species without appearing in the final product. Diphenyl cyclopropenone interacts with 2,6-dimethyl phenyl isocyanide only in the presence of tri-phenylphosphine with expansion of the three-ring to the imine 344 of cyclobutene-dione-1,2229,230 Addition of the isocyanide is preceded by formation of the ketene phosphorane 343, which can be isolated in pure formss 231 it is decomposed by methanol to triphenyl phosphine and the ester 52. 

In general, electron-releasing substituents will increase the electron availability on phosphorus, resulting in a higher pKa. This has been well illustrated by Goel213 for a series of para-substituted phenyl phosphines (see Table 13). Compared to triphenylphosphine (pAL, = 2.73), the dimethyl-amino substitution resulted in a greatly enhanced basicity (e.g. X = Cl, pKa = 1.03). 

Dimethyl(pentafluorophenyl)phosphine and dimethyl(pentafluorophenyl)-arsine form stable complexes with transition metals, for example, Pt(II), Pd(II), Ni(II), Au(I), and Co(II),i> and they are particularly interesting ligands for stereochemical studies, as both and F nmr spectra are sensitive indicators of the coordination environment of the ligand. These pentafluoro-phenyl ligands can be prepared by the following procedures in approximately 15-hr working time with an elapsed time of 30 hr. 

Dimethyl-4-oxo-4-phenyl-/ -4//-l,4-telluraphospliorin This reaction must be performed under a nitrogen atmosphere. 17.4 g (100 mmol) of disodium telluride are prepared from 4.6 g (200 mmol) of sodium and 12.8 g (100 mmol) of tellurium in liquid ammonia. When the reaction between sodium and tellurium is complete, 175 ml of methanol are cautiously added to the sodium telluride suspension in liquid ammonia. The ammonia is allowed to evaporate, and the mixture is then heated on a water bath kept at 40°. Methanol is added to bring the volume to 150 ml. 6.1 g (30 mmol) of bis[l-propyn-1-yl](phenyl)phosphine oxide are added, the mixture is stirred for 5 h, 500 m/ of ice/water are added, and the resultant mixture is extracted several times with chloroform. The combined extracts are filtered, and the filtrate is washed with water, dried with anhydrous magnesium chloride, and filtered. The solvent is evaporated from the filtrate under aspirator vacuum and the residue is recrystallized several times from toluene yield 7.0g (71%) m.p. 179-182°. Similarly prepared were the following compounds ... 

A detailed study of the interaction of dimethyl phenylphosphonite (62 R = Ph) and ( )-63 (R = Pr ) initially showed that, at -50 °C only traces of unsaturated phosphinate and dimethyl phenylphosphonate are formed, and that the phosphorane 66 (R = Ph, R = Pr ) is the main produc In outline, the system of observed reactions resembles that observed for trimethyl phosphite, with the formation of the dipolar species 65 in equilibrium with the phosphorane 66 and with the ylide 67 the last acts as the immediate precursor to the methyl [(alk-2-enyl)phenyl]phosphinates 68 (R = Ph). Although hydrolysis of the phosphorane could be expected to yield the methyl [(nitroalkyl)phenyl]phosphinates... 

BINAP = 2,2 -bis(diphenylphosphino)-l,l -binaphthyl DPPF = 1,1 -bis(diphenylphosphino)ferrocene PPF-OMe (1) = l-[(2-diphenylphosphino)ferrocenyl]ethyl methyl ether PPF-P( -Bu)2 = l-[(2-diphenylphosphino)ferrocenyl]ethyldi- -butylphopshine D -BPF = 1,1 -bis(di- -butylphosphino)ferrocene Guram s ligand (4b) = dicyclohexyl [2-(2-methyl-l,3-dioxolan-2-yl)phenyl]phosphine ArPR2 (2) = 2-dimethyl amino-2 -dicy cl ohexylphoshino-1,1 -biphenyl. 

The palladium(ii) acetylacetonate-tri phenyl phosphine catalysed reaction of butadiene with water and carbon dioxide in solvents such as t-butanol or acetone has been reported to give octa-2,7-dien-l-ol as the major product together with minor amounts of octa-l,7-dien-3-ol, 1,3,7-octatriene and octadienyl ethers. In contrast aqueous potassium tetrachloropalladate with excess diene leads to pale yellow solids which were polymeric. Decomposition of these complexes with dimethylglyoxime gave a mixture of 3-methyIbutenyl ethers, (Scheme 33). The use of (—)-2,2-dimethyl-4,5-bis(diphenylphosphinomethyl)-l,3-dioxolane (DIOP) as a chiral ligand... 

P-coupling occurs in the formation of azophosphonic esters [ArN2PO(OCH3)2] from diazonium salts and dimethyl phosphite [HPO(OCH3)2] (Suckfull and Hau-brich, 1958). P-coupled intermediates are formed in the reaction between diazonium salts and tertiary phosphines, studied by Horner and Stohr (1953), and by Horner and Hoffmann (1956). The P-azo compound is hydrolyzed to triphenylphosphine oxide, but if a second equivalent of the tertiary phosphine is available, phenyl-hydrazine is finally obtained along with the phosphine oxide (Scheme 6-26 Horner and Hoffmann, 1958). It is likely that an aryldiazene (ArN = NH) is an intermediate in the hydrolysis step of the P-azo compounds. 

Phosphine, (2-bromophenyl)dichloro-, 2,991 Phosphine, (w-chloroalkyl)dichloro-, 2, 991 Phosphine, chlorodimethyl-, 2, 991 Phosphine, chloro(dimethylamino)-, 2, 991 Phosphine, chlorodiphenyl-, 2, 990 Phosphine, cyclohexyl(o-anisyl)methyl-rhodium complexes asymmetric hydrogenation, 6, 251 Phosphine, [(dialkylphosphino)alkyl]diphenyl-, 2, 994 Phosphine, dichloromethyl-, 2, 991 Phosphine, dichlorophenyl-, 2, 990 Phosphine, diethylphenyl-, 2, 992 Phosphine, dimethyl-, 2,992 Phosphine, dimethylphenyl-, 2,992 Phosphine, diphenyl-, 2, 992 Phosphine, ethyldiphenyl-, 2, 992 Phosphine, ethylenebis(diethyl-, 2, 993 Phosphine, ethylenebis(diphenyl-, 2,993 Phosphine, ethylenebis(phenyl-, 2,992 Phosphine, ethylidynetris[methylene(diphenyl-, 2,994 Phosphine, [(ethylphenylphosphino)hexyl]diphenyl-, 2, 994... 

Phosphine, methyl-n-propylphenyl-rhodium complexes asymmetric hydrogenation, 6,250 Phosphine, neomenthyldiphenyl-rhodium complexes asymmetric hydrogenation, 6,250 Phosphine, phenyl-, 2,992 Phosphine, o-phenylenebis(dimethyl-, 2,993 Phosphine, p-phenylenebis(diphenyl-, 2,993 Phosphine, seleno-metal complexes, 2,664 bidentatc, 2, 664 Phosphine, triaryl-photographic stabilizer, 6,103 Phosphine, tributyl-, 2, 992 oxide... 

Propylamine, 3 chloro A, TV dimethyl ], hydrochloride, 55, 128 1-PROP AN AMINE, 3,3 -(phenylphosphini-denc)bis(A, A -dimethyl)- [Phosphine, phenyl-, bis(3-dimethylammopro-... 

One mole of isoprene reacted with one mole of acetoacetate by using a bidentate phosphine as ligand (56). Reaction of 2,3-dimethylbutadiene with acetoacetate was carried out by using PdCl2 in the presence of sodium phenoxide. When PPh3 was used, a 1 2 adduct was obtained. On the other hand, use of P-phenyl-l-phospha-3-methyl-3-cyclopentene (105) at 100°C caused the 1 1 addition to give 3-carbomethoxy-5,6-dimethyl-5-hepten-2-one (106), from which 5,6-dimethyl-5-hepten-2-one (107) was formed. This compound is the useful intermediate for a-irone synthesis (96). 

CsHuN, Ethanamine, A-ethyl-A-methyl-tungsten complex, 26 40, 42 C6HF5, Benzene, pentafluoro-gold complexes, 26 86-90 C H4I2, Benzene, 1,2-diido-iridium complex, 26 125 CJT, Phenyl platinum complex, 26 136 C,H,N, Pyridine osmium complex, 26 291 OHtS, Benzenethiol osmium complex, 26 304 QH7P, Phosphine, phenyl-cobalt-iron complex, 26 353 QH 1-Butyne, 3,3-dimethyl-mercury-molybdenum-ruthenium complex, 26 329-335 C6H 4P, Phosphine, triethyl-platinum complex, 26 126 platinum complexes, 26 135-140 CsHisPO, Triethyl phosphite iron complex, 26 61... 

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