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Issue 32, 2015
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2,14-Dithiacalix[4]arene and its homooxa analogues: synthesis and dynamic NMR study of conformational behaviour

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Abstract

A simple and scalable synthesis of 2,14-dithiacalix[4]arene with alternating bridges (–CH2– and –S–) is reported. Proper selection of the bisphenol-based starting building blocks can provide not only the title compound (58%) but also yet unreported homooxa analogues possessing three different bridging units (–CH2–, –S– and –CH2–O–CH2–) in the molecule. These systems exhibit interesting conformational behaviour allowing for the study of flip-flop motion of the circular hydrogen bond arrays using dynamic NMR techniques.

Graphical abstract: 2,14-Dithiacalix[4]arene and its homooxa analogues: synthesis and dynamic NMR study of conformational behaviour

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Article information


Submitted
28 Jan 2015
Accepted
12 Mar 2015
First published
13 Mar 2015

Chem. Commun., 2015,51, 7051-7053
Article type
Communication

2,14-Dithiacalix[4]arene and its homooxa analogues: synthesis and dynamic NMR study of conformational behaviour

M. Hu<img border="0" src="https://www.rsc.org/images/entities/char_0063_0306.gif" alt="[c with combining breve]" xmlns="http://www.rsc.org/schema/rscart38" />ko, H. Dvo<img border="0" src="https://www.rsc.org/images/entities/char_0072_0306.gif" alt="[r with combining breve]" xmlns="http://www.rsc.org/schema/rscart38" />áková, V. Eigner and P. Lhoták, Chem. Commun., 2015, 51, 7051
DOI: 10.1039/C5CC00819K

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