Synthesis of substituted dibenzophospholes. Part 9.1 Preparation of two water-soluble phosphinic-polyphosphonic acids

Cornforth, John (1996) Synthesis of substituted dibenzophospholes. Part 9.1 Preparation of two water-soluble phosphinic-polyphosphonic acids. Journal of the Chemical Society, Perkin Transactions 1 (24). 2889 -2893. ISSN 1472-7781

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Abstract

Several improvements, including a generally applicable method for reduction of aromatic nitro compounds to amines, were made to the preparation from 2,2′,4,4′-tetranitrobiphenyl of the meso atropisomer 1 of a bis-phosphonomethylated 4,6-diaryldibenzophosphole 5-oxide, previously obtained in impure form. A concomitant product 12 containing one phosphonomethyl group was formed by a novel intramolecular displacement. Both products were converted by a specially developed method into crystalline phosphinic-polyphosphonic acids, containing respectively four and three phosphonomethyl groups, which formed stable monodisperse solutions in water at pH 2–4. These solutions catalysed the hydration of 2-methylpropene to tert-butyl alcohol somewhat more efficiently than a toluene-4-sulfonic acid solution of equivalent acidity.

Item Type: Article
Schools and Departments: School of Life Sciences > Chemistry
Depositing User: EPrints Services
Date Deposited: 06 Feb 2012 20:46
Last Modified: 03 Jul 2012 12:58
URI: http://sro.sussex.ac.uk/id/eprint/28020
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