Phenanthroline-Fused Pyrazinacenes: One-Pot Synthesis, Tautomerization and a Ru-II(2,2-bpy)(2) Derivative
Identifikátory výsledku
Kód výsledku v IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F18%3A39913939" target="_blank" >RIV/00216275:25310/18:39913939 - isvavai.cz</a>
Nalezeny alternativní kódy
RIV/61389013:_____/18:00490193
Výsledek na webu
<a href="https://onlinelibrary.wiley.com/doi/10.1002/ejic.201800283" target="_blank" >https://onlinelibrary.wiley.com/doi/10.1002/ejic.201800283</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/ejic.201800283" target="_blank" >10.1002/ejic.201800283</a>
Alternativní jazyky
Jazyk výsledku
angličtina
Název v původním jazyce
Phenanthroline-Fused Pyrazinacenes: One-Pot Synthesis, Tautomerization and a Ru-II(2,2-bpy)(2) Derivative
Popis výsledku v původním jazyce
We report the one-pot synthesis of a phenanthroline-fused pyrazinacene derivative (6,13-dihydrodipyrido[3,2-a:2,3-c]-5,6,7,8,11,12,13,14-octaazapentacene-9,10-dicarbonitrile) and its behaviour under alkylating conditions used to improve solubility. Tautomerization of the starting pyrazinacene due to the presence of a reduced pyrazine ring contained within an octaazatetracene chromophore led to mixtures of isomers, and factors affecting the relative yields of these isomers were considered. Isomer population can be described by a two-step reaction model where initial N-alkylation affects the reactivity of the remaining nitrogen atoms available for subsequent alkylation. A discrete soluble non-isomerizable phenanthroline-fused pyrazinacene was also prepared and the activity of its Ru(bpy)(2) complex as a photosensitizer for dye-sensitized solar cell application was investigated. The compounds reported illustrate the unusual reactivity of reduced pyrazinacenes and also their potential as photosensitizers.
Název v anglickém jazyce
Phenanthroline-Fused Pyrazinacenes: One-Pot Synthesis, Tautomerization and a Ru-II(2,2-bpy)(2) Derivative
Popis výsledku anglicky
We report the one-pot synthesis of a phenanthroline-fused pyrazinacene derivative (6,13-dihydrodipyrido[3,2-a:2,3-c]-5,6,7,8,11,12,13,14-octaazapentacene-9,10-dicarbonitrile) and its behaviour under alkylating conditions used to improve solubility. Tautomerization of the starting pyrazinacene due to the presence of a reduced pyrazine ring contained within an octaazatetracene chromophore led to mixtures of isomers, and factors affecting the relative yields of these isomers were considered. Isomer population can be described by a two-step reaction model where initial N-alkylation affects the reactivity of the remaining nitrogen atoms available for subsequent alkylation. A discrete soluble non-isomerizable phenanthroline-fused pyrazinacene was also prepared and the activity of its Ru(bpy)(2) complex as a photosensitizer for dye-sensitized solar cell application was investigated. The compounds reported illustrate the unusual reactivity of reduced pyrazinacenes and also their potential as photosensitizers.
Klasifikace
Druh
J<sub>imp</sub> - Článek v periodiku v databázi Web of Science
CEP obor
—
OECD FORD obor
10401 - Organic chemistry
Návaznosti výsledku
Projekt
—
Návaznosti
S - Specificky vyzkum na vysokych skolach
Ostatní
Rok uplatnění
2018
Kód důvěrnosti údajů
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Údaje specifické pro druh výsledku
Název periodika
European Journal of Inorganic Chemistry
ISSN
1434-1948
e-ISSN
—
Svazek periodika
2018
Číslo periodika v rámci svazku
22
Stát vydavatele periodika
DE - Spolková republika Německo
Počet stran výsledku
8
Strana od-do
2541-2548
Kód UT WoS článku
000435260900008
EID výsledku v databázi Scopus
2-s2.0-85047739570