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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 192, 2017 - Issue 3
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Original Articles

A 3D supramolecular dimeric assembly based on thiacalix[4]arene by halogen bonding and carbonyl bonding and its dynamic NMR study of conformational preferences

Uma Maheswara Rao KundaResearch Center for Engineering Science, Graduate School of Engineering Science, Akita University, Akita, Japan
,
Manabu YamadaResearch Center for Engineering Science, Graduate School of Engineering Science, Akita University, Akita, JapanCorrespondence[email protected] [email protected]
&
Fumio HamadaGraduate School of Engineering and Resource Science, Akita University, Akita, JapanCorrespondence[email protected] [email protected]
Pages 276-282 | Received 25 Aug 2016, Accepted 09 Sep 2016, Published online: 16 Nov 2016
 
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GRAPHICAL ABSTRACT

ABSTRACT

The dimeric assembly of 5,11,17,23-tetrabromo-25,26,27,28-tetrahydroxy thiacalix[4]arene (2) was constructed with several interesting noncovalent interactions such as halogen bonding, sulfur···sulfur (S···S), C=O···π, and hydrogen bonding which were also supported by DFT calculations. In addition, we studied the conformational preferences of 2 using variable temperature NMR experiments. The results revealed that the compound exists in various conformations in a solution state and in a partial cone conformation in a solid state.

Funding

This work is partially supported by the “Program to Disseminate Tenure Tracking System,” MEXT, Japan.

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