Synthesis of Aza[n]phenacenes (n = 4−6) via Photocyclodehydrochlorination of 2‑Chloro‑N‑aryl-1-naphthamides.

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F67985858%3A_____%2F21%3A00545651" target="_blank" >RIV/67985858:_____/21:00545651 - isvavai.cz</a>
Alternative codes found
RIV/00216208:11310/21:10433806
Result on the web
<a href="http://hdl.handle.net/11104/0322685" target="_blank" >http://hdl.handle.net/11104/0322685</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acs.joc.1c01113" target="_blank" >10.1021/acs.joc.1c01113</a>

Result language
angličtina
Original language name
Synthesis of Aza[n]phenacenes (n = 4−6) via Photocyclodehydrochlorination of 2‑Chloro‑N‑aryl-1-naphthamides.
Original language description
A novel methodology for the synthesis of aza[n]-phenacenes was successfully developed utilizing photocyclodehydrochlorination reaction of 2-chloro-N-aryl-1-naphthamides. In these key intermediates, the factors influencing the photoreaction were studied. The target aza[n]phenacenes were obtained by triflation or chlorination from prepared phenanthridinones, followed by hydrogenation. The introduction of a nitrogen atom into a phenacene skeleton induced changes in the physicochemical properties. The important properties of prepared aza[n]phenacenes (n = 4−6) were studied experimentally and by density functional theory calculations and were compared to those ofntheir carbo analogues. Furthermore, some important features of the crystalline aza[n]phenacenes were investigated, including intermolecular interaction in the crystal lattice and the increased solubility or decreased melting points
Czech name
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Czech description
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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

Project
<a href="/en/project/GA17-02578S" target="_blank" >GA17-02578S: Electron-deficient [n]phenacenes as the new organic semiconductors: Synthesis, functionalization, characterization and study of thin films</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2021
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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