Phosphites s. a. Phosphorous

A soln. of ethyl iodide and tetramethylammonium rcrr-butyl hydrogen phosphite in acetone refluxed 3 hrs. with stirring tert-h xiy ethyl phosphite. Y 82%. F. e, and conversion of the products into phosphorous acid monoesters s. A. Zwierzak and M. Kluba, Tetrahedron 29, 1089 (1973). 

Phosphine(s), chirality of, 314 Phosphite, DNA synthesis and, 1115 oxidation of, 1116 Phospholipid, 1066-1067 classification of, 1066 Phosphopantetheine, coenzyme A from. 817 structure of, 1127 Phosphoramidite, DNA synthesis and, 1115 Phosphoranc, 720 Phosphoric acid, pKa of, 51 Phosphoric acid anhydride, 1127 Phosphorus, hybridization of, 20 Phosphorus oxychloride, alcohol dehydration with. 620-622 Phosphorus tribromide, reaction with alcohols. 344. 618 Photochemical reaction, 1181 Photolithography, 505-506 resists for, 505-506 Photon, 419 energy- of. 420 Photosynthesis, 973-974 Phthalic acid, structure of, 753 Phthalimide, Gabriel amine synthesis and, 929... 

When high-pressure NMR studies were carried out to characterize the intermediates for systems with P-S and P-N ligands, (phosphite-thiother ligands for instance) it was clearly observed that in these conditions the ligand acted as a monodentate, coordinated only through the phosphorous atom. This would account for the low or practically null ee obtained in these and other thioether systems [67,68]. 

In these reactions, hydrolysis of diphenyl and triaryl phosphites to monoaryl phosphites and phenol was coupled by dehydration between carboxylic acids and amines or alcohols to the corresponding amides and esters. Therefore, the reaction can be generalized as a hydrolysis-dehydration reaction (Scheme 2). The concept of the hydrolysis-dehydration reaction using phosphites has been drown to be applicable also to reactions with other phosphorus compounds such as phosphinites, phos-phonites and phosphorates s Aryl esters of these phosphorus compounds are effective as condensing agents in the production of carboxylic amides and esters (from carboxylic acids and amines or alcohols, respectively) whereas alkyl esters are ineffective (Eqs. (1-3)) ... 

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