Abstract
(±)-1,1′-Binaphthalene-2,2′-diol (BINOL) was immobilized on polyethylene glycol (PEG) by means of triazole linkers, which were constructed by the [3+2] cycloaddition between azide and ethynyl fragments, preliminary incorporated into the molecules of these reactants. Treatment of these BINOL derivatives with phosphorus oxychloride leads to the corresponding PEG-immobilized 1,1′-binaphthalene-2,2′-diylphosphoric acids. The latter efficiently catalyze the Pudovik reaction and can be reused without loss of catalytic activity.
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Dedicated to Academician of the Russian Academy of Sciences O. M. Nefedov on the occasion of his 80th birthday.
Institut des Biomolécules Max Mousseron (IBMM), Université Montpellier 2, Place Eugène Bataillon cc1703, 34095 Montpellier Cedex 05 France.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2323–2327, November, 2011.
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Beletskaya, I.P., Patrikeeva, L.S. & Lamaty, F. (±)-1,1′-Binaphthalene-2,2′-diol-derived phosphoric diester: immobilization on polyethylene glycol support and application in the Pudovik reaction. Russ Chem Bull 60, 2370–2374 (2011). https://doi.org/10.1007/s11172-011-0364-8
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DOI: https://doi.org/10.1007/s11172-011-0364-8