Electrochemical Reduction and Intramolecular Electron Communication of Nitro Substituted Thiacalix[4]arenes

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F16%3A43902666" target="_blank" >RIV/60461373:22310/16:43902666 - isvavai.cz</a>

Alternative codes found

RIV/61388955:_____/16:00462368 RIV/00216208:11310/16:10326312

Result on the web

<a href="http://dx.doi.org/10.1002/elan.201600342" target="_blank" >http://dx.doi.org/10.1002/elan.201600342</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/elan.201600342" target="_blank" >10.1002/elan.201600342</a>

Result language

angličtina

Original language name

Electrochemical Reduction and Intramolecular Electron Communication of Nitro Substituted Thiacalix[4]arenes

Original language description

This contribution is focused on the question, what is the influence of the sulphur bridging units in thiacalix[4]arenes on their electrochemical response. For this reason, two series of oligonitro thiacalix[4]arenes were investigated, where the classic methylene groups are replaced by the sulphur bridge. The reduction pattern of p-tetranitro-1,3-alt-thiacalix[4]arenes (2+2+12 electrons) resembles that of the p-tetranitro-cone-calix[4]arenes and refers to the presence of two different couples of non-interacting nitro groups in the molecule. In contrast, m-oligonitro-1,3-alt-thiacalix[4]arenes exhibit a mutual intramolecular communication between multiple redox centers (nitro groups) due to the combination of two circumstances: nitro groups in the m-positions towards the lower rim are in fact in para- and/or ortho position towards the thia-bridges enabling thus 1,2- and 1,4-quinoid resonance structure, and larger sulphur bridging atom forms two adjacent C-S bonds, which are able to exhibit a hyperconjugative effect. In any case, the intramolecular electron communication takes place via the skeleton, not through space. Consequently, the substituent (inductive, mesomeric) and charge effects are observable, additive and partly quantifiable. Classic polarography proved to be the optimal technique for such investigations.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CG - Electrochemistry

OECD FORD branch

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Project

<a href="/en/project/GA13-21704S" target="_blank" >GA13-21704S: Electrochemically active calix[4]arenes and their use for preparation of new receptors and (bio)sensors</a><br>

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year

2016

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Electroanalysis

ISSN

1040-0397

e-ISSN

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Volume of the periodical

28

Issue of the periodical within the volume

11

Country of publishing house

DE - GERMANY

Number of pages

5

Pages from-to

2861-2865

UT code for WoS article

000387891400031

EID of the result in the Scopus database

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