Fluorenone

About: Fluorenone is a research topic. Over the lifetime, 1067 publications have been published within this topic receiving 17162 citations. The topic is also known as: Diphenylene ketone & 9-Oxofluorene.

The photoreactions of aromatic carbonyl compounds with amines. Part III. The photoreactions of fluorenone with tertiary amines

Abstract: Flash-photolysis experiments have shown that electronically excited fluorenone reacts with NN-dimethylaniline in polar solvents, to give the radical cation of the amine and the radical anion of the ketone. In benzene solution, the only radicals detected were the 9-hydroxyfluorenyl radical and the fluorenone radical anion. By the same technique, excited fluorenone was shown to react with triethylamine in both polar and non-polar solvents to give the fluorenone radical anion and the 9-hydroxyfluorenyl radical. The former radical is probably produced by dissociation of the latter radical. The photoreactions of fluorenone with amines are interpreted in terms of exciplex and radical ion intermediates.

Oxidative carbonylation of aromatic hydrocarbons in the system containing Pd or Rh compound, trifluoroacetic acid and its anhydride, and MnO2 or Mn2O3

Abstract: Manganese(II) and manganese(IV) oxides are effective oxidants for the reaction of oxidative carbonylation of aromatic hydrocarbons proceeding at 0.1-1.5 MPa of CO and 20-100°C in trifluoroacetic acid and its anhydride and catalysed by Pd and Rh compounds. Under these conditions up to 9000 moles of aromatic acid is formed per 1 g-at of platinum. With rhodium catalyst instead of the palladium in the case of toluene content of p-toluic acid in the target product increases from 50 to 90%. Carbonylation of biphenyl at 0.1 MPa of CO and 20°C leads toformation of about 15% of fluorenone together with 4-phenylbenzoic acid (60%).

Imide-Functionalized Fluorenone and Its Cyanated Derivative Based n-Type Polymers: Synthesis, Structure-Property Correlations, and Thin-Film Transistor Performance.

Abstract: The development of high-performance n-type polymer semiconductors is powered by the design and synthesis of electron-deficient building blocks with optimized physicochemical properties. By meticulously installing an imide group onto fluorene and its cyanated derivative, we report here two very electron-deficient building blocks, imide-functionalized fluorenone (FOI) and its cyanated derivative (FCNI), both featuring a deep-lying lowest unoccupied molecular orbital energy level down to -4.05 eV and highly coplanar framework, endowing them ideal units for constructing n-type polymers. Thus, a series of polymers are built from them, exhibiting unipolar n-type transport character with a highest electron mobility of 0.11 cm2 V-1 s-1. Hence, FOI and FCNI offer a remarkable platform for accessing high-performance n-type polymers and the imide functionalization of appropriate (hereo)arenes is a powerful strategy for developing polymers with deep-lying LUMOs for n-type organic electronics.