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 Interplay of Inverted Redox Potentials and Aromaticity in the Oxidized States of New π-Electron Donors: 9-(1,3-Dithiol-2-ylidene)fluorene and 9-(1,3-Dithiol-2-ylidene)thioxanthene Derivatives

Abstract: Derivatives of 9-(1,3-dithiol- 2-ylidene)fluorene (9) and 9-(1,3-di- thiol-2-ylidene)thioxanthene (10) have been synthesised using Horner-Wads- worth-Emmons reactions of (1,3-di- thiol-2-yl)phosphonate reagents with fluorenone and thioxanthen-9-one. X- ray crystallography, solution electro- chemistry, optical spectroscopy, spec- troelectrochemistry and simultaneous electrochemistry and electron para- magnetic resonance (SEEPR), com- bined with theoretical calculations per- formed at the B3P86/6-31G** level, elucidate the interplay of the electronic and structural properties in these mole- cules. These compounds are strong two-electron donors, and the oxidation potentials depend on the electronic structure of the oxidised state. Two, single-electron oxidations (E ox E ox ) resulting in a single, two- electron oxidation process. The latter is due to the aromatic structure of the thioxanthenium cation (formed on the loss of a second electron), which stabil- ises the dication state (10 2 + ) compared with the radical cation. This contrasts with the nonaromatic structure of the fluorenium cation of system 9 .T he two-electron oxidation wave in the thioxanthene derivatives is split into two separate one-electron waves in the corresponding sulfoxide and sulfone derivatives 27-29 owing to destabilisa- tion of the dication state.

ortho and remote metalation – cross coupling strategies. Total synthesis of the naturally occurring fluorenone dengibsinin and the azafluoranthene alkaloid imeluteine

Abstract: The total synthesis of the naturally occurring fluorenone, dengibsinin (7a), and the azafluoranthene alkaloid, imeluteine (30e), is described. Using combined ortho metalation – cross coupling seque...

Electrophotographic organophotoreceptors with novel charge transport materials

Abstract: This invention relates to a novel organophotoreceptor comprising: (a) at least one charge transport material comprising a fluorenone hydrazone having a combination of groups thereon, the combination of groups being selected from the group consisting of a) at least two fluorenone alkylsulfonylphenylhydrazone groups, b) at least two fluorenone pyrrolylhydrazone groups, c) at least two fluorenone benzotriazolylhydrazone groups, d) at least two fluorenone sulfolanylhydrazone groups, e) at least two fluorenone pyrazolylhydrazone groups, f) at least two fluorenone naphthylhydrazone groups, g) at least two fluorenone tetrazolylhydrazone groups, h) at least two fluorenone stilbenylhydrazone groups, and i) at least two fluorenone (9H-fluoren-9-ylidene)benzylhydrazone groups. Some of these fluorenones may be represented by the formula where n is an integer between 2 and 6, inclusive; R1 is hydrogen, an alkyl group, or an aryl group (e.g., phenyl, naphthyl, stilbenyl, benzyl, or tolanyl group); R2 is an alkylsulfonylphenyl or one of its derivatives; X is a linking group having the formula -(CH2)m-, branched or linear. The compounds may form electrostatic imaging systems in combination with (b) a charge generating compound; and (c) an electrically conductive substrate.