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Synthesis of Macrocyclic Stereoisomers Substituted with Oligolactide Fragments

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Abstract

Acylation of cone and 1,3-alternate stereoisomers of hydrazides of p-tert-butylthaicalix[4]arene tetrasubstituted at the lower rim with S,S-lactide in dimethylsulfoxide has afforded the macrocyclic oligolactide derivatives containing 16 (cone) to 24 (1,3-alternate) lactide fragments. It has been shown that nanosized aggregates (80 nm) are formed with silver nitrate in the case of the cone stereoisomer containing the oligolactide fragments at one side of the macrocyclic rim, whereas submicron particles (400 nm) are formed in the case of the 1,3-alternate conformation when the substituents are at different sides of the macrocycle.

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Authors and Affiliations

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

    V. V. Gorbachuk, P. L. Padnya & I. I. Stoikov

Authors
  1. V. V. Gorbachuk
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  2. P. L. Padnya
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  3. I. I. Stoikov
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Correspondence to I. I. Stoikov.

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Dedicated to the 110th anniversary of M.I. Kabachnik’s birth

Original Russian Text © V.V. Gorbachuk, P.L. Padnya, I.I. Stoikov, 2018, published in Zhurnal Obshchei Khimii, 2018, Vol. 88, No. 9, pp. 1493–1497.

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Gorbachuk, V.V., Padnya, P.L. & Stoikov, I.I. Synthesis of Macrocyclic Stereoisomers Substituted with Oligolactide Fragments. Russ J Gen Chem 88, 1838–1841 (2018). https://doi.org/10.1134/S1070363218090128

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  • DOI: https://doi.org/10.1134/S1070363218090128

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