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

Kód výsledku v 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>

Nalezeny alternativní kódy

RIV/00216208:11310/21:10433806

Výsledek na webu

<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>

Jazyk výsledku

angličtina

Název v původním jazyce

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

Popis výsledku v původním jazyce

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

Název v anglickém jazyce

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

Popis výsledku anglicky

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

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

<a href="/cs/project/GA17-02578S" target="_blank" >GA17-02578S: Elektronově deficitní [n]fenaceny jako nové organické polovodiče: syntéza, funkcionalizace, charakterizace a studium tenkých filmů</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2021

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

86

Číslo periodika v rámci svazku

19

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

13

Strana od-do

13252-13264

Kód UT WoS článku

000704707200007

EID výsledku v databázi Scopus

2-s2.0-85115911804