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Synthesis of substituted dibenzophospholes. Part 9.1 Preparation of two water-soluble phosphinic-polyphosphonic acids
journal contribution
posted on 2023-06-08, 07:44 authored by John CornforthSeveral 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.
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Publication status
- Published
Journal
Journal of the Chemical Society, Perkin Transactions 1ISSN
1472-7781Publisher
Royal Society of ChemistryExternal DOI
Issue
24Page range
2889 -2893ISBN
0300-922XDepartment affiliated with
- Chemistry Publications
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- No
Peer reviewed?
- Yes
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2012-02-06Usage metrics
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