The Use of Anhydrous Barium Hydroxide for Selective Alkylation of Dialkyloxy-tert-butyl-calix[4]arenes

Author:

Yesypenko Oleksandr A.1ORCID,Trybrat Oleksandr O.12ORCID,Kalchenko Vitaly I.1

Affiliation:

1. Institute of Organic Chemistry NAS of Ukraine, Akademika Kuharya Str., 5, 02660 Kyiv, Ukraine

2. Department of Chemistry and Biotechnology, Tallinn University of Technology (TalTech), Akadeemia tee, 15, 12618 Tallinn, Estonia

Abstract

A practical method of selective alkylation of the third hydroxyl group of disubstituted tert-butyl-calix[4]arenes using anhydrous barium hydroxide as a base was developed in this study. The use of this method in the synthesis of inherently chiral derivatives is shown herein.

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

Reference23 articles.

1. Gutsche, C.D. (2008). Calixarenes: An Introduction, The Royal Society of Chemistry.

2. Inherently chiral concave molecules—From synthesis to applications;Szumna;Chem. Soc. Rev.,2010

3. Inherently chiral calixarenes: A decade’s review;Zheng;J. Incl. Phenom. Macro. Chem.,2011

4. Inherently Chiral Calixarenes: Synthesis, Optical Resolution, Chiral Recognition and Asymmetric Catalysis;Li;Int. J. Mol. Sci.,2011

5. Inherently Chiral Calixarenes: Synthesis and Applications;Arnott;Chem.—Eur. J.,2018

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