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Synthesis of pillar[5]arenes with a PH-containing fragment

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Abstract

The reactions of phosphorus(III) chloride and 2-chloro-1,3,2-dioxaphospholane with monohydroxypillar[5]arene afforded for the first time the corresponding PH-phosphonates. It was found that the newly formed P–O(Ar) bond is characterized by considerably reduced reactivity, which was rationalized by essential shielding of the phosphorus atom by the pillar[5]arene macrocycle. The pillar[5]arene scaffold stabilizes the highly reactive PIII–Cl fragment, so that the formation of macrocyclic dichlorophosphite can be detected under normal conditions.

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Authors and Affiliations

  1. Butlerov Institute of Chemistry, Kazan (Volga region) Federal University, ul. Kremlevskaya 18, Kazan, Tatarstan, 420008, Russia

    A. A. Nazarova, L. I. Makhmutova & I. I. Stoikov

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  1. A. A. Nazarova
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  2. L. I. Makhmutova
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  3. I. I. Stoikov
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Correspondence to I. I. Stoikov.

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Dedicated to V.F. Mironov on His 60th Anniversary

Original Russian Text © A.A. Nazarova, L.I. Makhmutova, I.I. Stoikov, 2017, published in Zhurnal Obshchei Khimii, 2017, Vol. 87, No. 9, pp. 1458–1462.

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Nazarova, A.A., Makhmutova, L.I. & Stoikov, I.I. Synthesis of pillar[5]arenes with a PH-containing fragment. Russ J Gen Chem 87, 1941–1945 (2017). https://doi.org/10.1134/S1070363217090080

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  • DOI: https://doi.org/10.1134/S1070363217090080

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