Repozytorium
Wyszukaj
Kolekcje
Inne
An electron-deficient azacoronene obtained by radial π extension.
Autorzy
Rok wydania
2016
Czasopismo
Angewandte Chemie - International Edition
Numer woluminu
55
Strony
14658-14662
DOI
10.1002/anie.201608400
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
A hexapyrrolohexaazacoronene derivative containing 37 fused rings, the largest such system to date, was obtained from a naphthalenomonoimide-pyrrole hybrid in a concise and efficient synthesis. This large heterocycle is electron-deficient and shows extended redox activity, spanning at least 13 oxidation levels, but is otherwise chemically stable. Radial expansion of the π system creates a chromophore characterized by strong fluorescence and solvatochromism in the neutral state, and strong near-infrared absorption in the charged states. Additionally, the enlarged and ruffled aromatic surface supports a unique self-assembly mode in the crystal, leading to the formation of highly solvated organic clathrates.
Słowa kluczowe
aromaticity, heterocycles, polyaromatic compounds, redox chemistry, synthesis
Adres publiczny
http://dx.doi.org/10.1002/anie.201608400
Strona internetowa wydawcy
Podobne publikacje
Dinor[7]helicene and Beyond: Divergent Synthesis of Chiral Diradicaloids with Variable Open‐Shell Character
Borissov Arseni, Chmielewski Piotr J., Gómez-García Carlos J., Lis Tadeusz, Stępień Marcin
Tridecacyclene tetraimide: an easily reduced cyclooctatetraene derivative
Kumar Rakesh, Chmielewski Piotr J., Lis Tadeusz, Volkmer Dirk, Stępień Marcin
New reaction of 1 H-pyrazoles with selenium dioxide: one-pot synthesis of bis(1H-pyrazol-4-yl)selenides.
Seredyuk Maksym, Fritsky Igor O., Krämer Roland, Kozłowski Henryk, Haukka Matti, Gütlich P.