New Efficient Synthetic Pathways to Tetrakis{p-[(diethylphosphono)methyl]}calix[4]arene

Abstract : Various operating conditions have been applied on tetrakis[p‐(halogenomethyl)]‐ and tetrakis[p‐(aminomethyl)]calix[4]arene derivatives to improve the synthesis of the 5,11,17,23‐tetrakis[(diethylphosphono)methyl]‐25,26,27,28‐tetrahydroxycalix[4]arene. Two new, high yield, synthetic pathways have been selected, involving, for the first one, the 25,26,27,28‐tetrahydroxy‐5,11,17,23‐tetrakis[(trimethylamino)methyl]calix[4]arene, tetraiodide, DMF, and 10 equiv. of triethyl phosphite ((EtO)3P), and, for the other one, the 5,11,17,23‐tetra(bromomethyl)‐25,26,27,28‐tetrahydroxycalix[4]arene, CH2Cl2, and only 4 equiv. of (EtO)2P.
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https://hal.univ-lorraine.fr/hal-02086803
Contributor : Jean-Bernard Regnouf de Vains <>
Submitted on : Monday, April 1, 2019 - 3:51:00 PM
Last modification on : Tuesday, April 2, 2019 - 2:28:39 AM

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Maxime Mourer, Jean-Bernard Regnouf-De-Vains. New Efficient Synthetic Pathways to Tetrakis{p-[(diethylphosphono)methyl]}calix[4]arene. Helvetica Chimica Acta, Wiley, 2012, 95 (5), pp.766-771. ⟨10.1002/hlca.201100413⟩. ⟨hal-02086803⟩

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