Phenanthroline-Fused Pyrazinacenes: One-Pot Synthesis, Tautomerization and a Ru-II(2,2-bpy)(2) Derivative
The result's identifiers
Result code in 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>
Alternative codes found
RIV/61389013:_____/18:00490193
Result on the web
<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>
Alternative languages
Result language
angličtina
Original language name
Phenanthroline-Fused Pyrazinacenes: One-Pot Synthesis, Tautomerization and a Ru-II(2,2-bpy)(2) Derivative
Original language description
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.
Czech name
—
Czech description
—
Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
—
OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
—
Continuities
S - Specificky vyzkum na vysokych skolach
Others
Publication year
2018
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
European Journal of Inorganic Chemistry
ISSN
1434-1948
e-ISSN
—
Volume of the periodical
2018
Issue of the periodical within the volume
22
Country of publishing house
DE - GERMANY
Number of pages
8
Pages from-to
2541-2548
UT code for WoS article
000435260900008
EID of the result in the Scopus database
2-s2.0-85047739570