4269-20-9Relevant articles and documents
A procedure for preparing 4-cyanofluoren-9-one
Stankevicius,Janusiene,Terent'ev,Saprogoniene
, p. 1384 - 1385 (2006)
A procedure was developed for preparing 4-cyanofluoren-9-one by intramolecular cyclization of 9,10-phenanthrenequinone monooxime benzenesulfonate.
Nitroaromatics as n-type organic semiconductors for field effect transistors
Ghamari, Pegah,Hamzehpoor, Ehsan,Niazi, Muhammad Rizwan,Perepichka, Dmitrii F.,Perepichka, Igor F.
supporting information, p. 6432 - 6435 (2020/06/21)
The nitro group (NO2) is one of the most common electron-withdrawing groups but it has rarely been used in the design of organic semiconductors (OSCs). Herein, we report the n-type semiconducting behavior of simple fluorenone derivatives functionalized with NO2and CN groups. While the electron mobilities measured in the thin film field-effect transistors are modest (10?6-10?4cm2V?1s?1), the nitrofluorenone OSCs offer excellent air-stability and remarkable tunability of energy levelsviafacile modification of the substitution pattern. We study the effect of substituents on the electrochemical properties, molecular and crystal structure, and the charge transport properties of nitrofluorenones to revitalize the underestimated potential of NO2functionalization in organic electronics.
Synthesis and structural assignment of 2,4′-disubstituted benzylidenefluorenes and 4′-substituted benzylidene-1-azafluorenes
Annunziata, Rita,Molteni, Valentina,Raimondi, Laura
, p. 520 - 528 (2007/10/03)
In the course of a study aimed at the investigation of edge-to-face arene-arene interactions, substituted benzylidenefluorenes 8-16 and benzylidene-1-azafluorenes 20-24 were synthesized as mixtures of E-Z-isomers. The full structural assignment of these compounds, performed by 2D NMR experiments, is described together with a study of their E-Z isomerization under equilibrating conditions. For compounds 8-16 no correlation was observed between the electron-donating or electron-withdrawing nature of the substituent groups and the E/Z equilibrium ratios. In the case of 20-24 the predominance of the E-isomers seems to depend exclusively on the N-lone pair-benzylidene ring electronic repulsion rather than on the nature of the para substituent on the aromatic ring.