Tetrathiafulvalene-Oligo(para-phenyleneethynylene) Conjugates: Formation of Multiple Mixed-Valence Complexes upon Electrochemical Oxidation

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F13%3A00392849" target="_blank" >RIV/61388963:_____/13:00392849 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61388955:_____/13:00392849

Výsledek na webu

<a href="http://dx.doi.org/10.1002/chem.201102868" target="_blank" >http://dx.doi.org/10.1002/chem.201102868</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/chem.201102868" target="_blank" >10.1002/chem.201102868</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Tetrathiafulvalene-Oligo(para-phenyleneethynylene) Conjugates: Formation of Multiple Mixed-Valence Complexes upon Electrochemical Oxidation

Popis výsledku v původním jazyce

Short monodisperse oligo(para-phenyleneethynylene) (pOPE) units bearing laterally attached tetrathio-substituted tetrathiofulvalene (TTF) units have been synthesised from functionalised aromatic building blocks by using the Sonogashira cross-coupling methodology. The unusual redox properties of these TTF-pOPE conjugates were observed by employing electrochemical methods, such as cyclic voltammetry and exhaustive electrolysis. We found that formally one half of the TTF units in the pOPE monomer 1, dimer2, and trimer 3 (with 2, 4, and 6 TTF units, respectively) are electrochemically silent during the first-step oxidation at 0.49 V. We propose the formation of persistent mixed-valence complexes from the TTF and TTF+center dot units present in an equal ratio. Such mixed-valence dyads (single or multiple in the partially oxidised 1-3) exhibit an unusual stability towards oxidation until the potential of the second oxidation at 0.84 V is achieved. This finding suggests that below this poten

Název v anglickém jazyce

Tetrathiafulvalene-Oligo(para-phenyleneethynylene) Conjugates: Formation of Multiple Mixed-Valence Complexes upon Electrochemical Oxidation

Popis výsledku anglicky

Short monodisperse oligo(para-phenyleneethynylene) (pOPE) units bearing laterally attached tetrathio-substituted tetrathiofulvalene (TTF) units have been synthesised from functionalised aromatic building blocks by using the Sonogashira cross-coupling methodology. The unusual redox properties of these TTF-pOPE conjugates were observed by employing electrochemical methods, such as cyclic voltammetry and exhaustive electrolysis. We found that formally one half of the TTF units in the pOPE monomer 1, dimer2, and trimer 3 (with 2, 4, and 6 TTF units, respectively) are electrochemically silent during the first-step oxidation at 0.49 V. We propose the formation of persistent mixed-valence complexes from the TTF and TTF+center dot units present in an equal ratio. Such mixed-valence dyads (single or multiple in the partially oxidised 1-3) exhibit an unusual stability towards oxidation until the potential of the second oxidation at 0.84 V is achieved. This finding suggests that below this poten

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2013

Kód důvěrnosti údajů

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

Název periodika

Chemistry - A European Journal

ISSN

0947-6539

e-ISSN

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Svazek periodika

19

Číslo periodika v rámci svazku

19

Stát vydavatele periodika

DE - Spolková republika Německo

Počet stran výsledku

14

Strana od-do

6108-6121

Kód UT WoS článku

000318364500039

EID výsledku v databázi Scopus

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