Synthesis of Thiapillar[6]arenes Bearing Redox-Active (Hydro)quinone Groups. Electrochemical and XRD Study

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F23%3A00575290" target="_blank" >RIV/61388955:_____/23:00575290 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/67985858:_____/23:00575290 RIV/60461373:22310/23:43927776 RIV/60461373:22810/23:43927776

Výsledek na webu

<a href="https://hdl.handle.net/11104/0345060" target="_blank" >https://hdl.handle.net/11104/0345060</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acs.joc.3c01093" target="_blank" >10.1021/acs.joc.3c01093</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Synthesis of Thiapillar[6]arenes Bearing Redox-Active (Hydro)quinone Groups. Electrochemical and XRD Study

Popis výsledku v původním jazyce

Pillar[n]arenes are among the newestmembers ofthe macrocyclic family. Nevertheless, their conformational behaviorand binding properties as well as redox properties of dealkylatedpillar[n]arenes are well-studied. At the same time,introducing a heteroatom into a cyclophane macrocycle is already knownto alter all the above properties drastically. This study presentsa simple synthetic approach based on thia-Michael addition cyclizationthat readily resulted into hexathiapillar[6]arene with four phenyleneunits alternated by two redox-active hydroquinone moieties. The straightforwardsynthesis of the macrocycle enabled a systematic study of its conformationand redox behavior. The modification of hexathiapillar[6]arene affordedfive functionalized derivatives, which were studied structurally indetail. The findings revealed interesting redox and structural propertiesof the macrocycle and its derivatives including the formation of crystallattices with continuous channels and empty voids.

Název v anglickém jazyce

Synthesis of Thiapillar[6]arenes Bearing Redox-Active (Hydro)quinone Groups. Electrochemical and XRD Study

Popis výsledku anglicky

Pillar[n]arenes are among the newestmembers ofthe macrocyclic family. Nevertheless, their conformational behaviorand binding properties as well as redox properties of dealkylatedpillar[n]arenes are well-studied. At the same time,introducing a heteroatom into a cyclophane macrocycle is already knownto alter all the above properties drastically. This study presentsa simple synthetic approach based on thia-Michael addition cyclizationthat readily resulted into hexathiapillar[6]arene with four phenyleneunits alternated by two redox-active hydroquinone moieties. The straightforwardsynthesis of the macrocycle enabled a systematic study of its conformationand redox behavior. The modification of hexathiapillar[6]arene affordedfive functionalized derivatives, which were studied structurally indetail. The findings revealed interesting redox and structural propertiesof the macrocycle and its derivatives including the formation of crystallattices with continuous channels and empty voids.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10405 - Electrochemistry (dry cells, batteries, fuel cells, corrosion metals, electrolysis)

Projekt

<a href="/cs/project/GA23-07154S" target="_blank" >GA23-07154S: Chalkogenové analogy calix[n]arenů coby nové makrocykly pro supramolekulární chemii</a><br>

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2023

Kód důvěrnosti údajů

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

Název periodika

Journal of Organic Chemistry

ISSN

0022-3263

e-ISSN

1520-6904

Svazek periodika

88

Číslo periodika v rámci svazku

17

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

10

Strana od-do

12357-12366

Kód UT WoS článku

001050804900001

EID výsledku v databázi Scopus

2-s2.0-85169159701