New Types of Functionally Substituted Methylphosphonites and Their Derivatives |
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Authors: | A A Prishchenko M V Livantsov I F Lutsenko |
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Institution: | M.V. Lomonosov Moscow State University , Moscow, 119899, USSR |
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Abstract: | Abstract Organophosphorus compounds containing a functional group in the a-position of the alkyl radical are of great interest in both theoretical fundamental investigations and for practical applications. Functionally substituted methyl-phosphonites and their derivatives, belonging to this broad class of organophosphorus compounds, are convenient objects for investigating mutual effects of trivalent phosphorus and a heteroatom, or functional groups attached to it in the a-position. They have also become key substances in obtaining new organophosphorus compounds. Functionally sub-stituted compounds of tetracoordinated phosphorus have been intensively investigated in recent years; rather convenient methods of synthesis of these compounds have been proposed and their properties have been studied in detail1. However, the corresponding compounds of tricoordinated phosphorus are not available or difficult to obtain. Recently we re-ported on the properties of halogen-substituted methylphos-phines and their derivatives2. The present paper is devoted to the synthesis and investigation of the reactivity of alkoxy-, dialkylamino- and carbonyl substituted methylphos-phonites and their derivatives. In synthesis of alkoxymeth-ylphosphonites and their analogs we were the first to use labile alkoxymethylmagnesium chlorides in the reactions with tricoordinated phosphorus acid chlorides3. Previously unknown dialkoxymethylphosphonites and their analogs were obtained from hypophosphorous acid and trialkylorthofor-mates. The process of esterification and dialkoxymethylat-ion of hypophosphorous acid, being dependent on a catalyst, proceeds in different ways and results in the formation of dialkoxymethylphosphonite structures |
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Keywords: | 1 4-Naphthoquinonemonobenzenesulfonimine (I) Carbmethoxymethylenetriphenylphosphorane (IIa) Carbethoxymethylenetriphenylphosphorane (IIb) the new azapropane adduct IIIa the dimeric products IIIb IIIc and IIId |
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