A new class of fully conjugated indenofluorenes has been synthesized and confirmed by solid-state structure analysis. These indeno[2,1-c]fluorene molecules, containing an antiaromatic as-indacene core (in red), possess high electron affinities show a broad absorption that reaches into the near-IR region electromagnetic spectrum. All featured compounds reversibly accept up to two electrons. Their electronic properties make this attractive for applications in organic devices.

The synthesis and characterization of a series quinoidal diindeno(thieno)thiophenes (DI[<italic>n</italic>]Ts) are reported. NIR absorption, deep LUMO energy levels progressively tighter solid-state packing allude to organic materials applications.

The synthesis and characterization of four fully-conjugated indacenedithiophenes (IDTs) are disclosed. In contrast to anthradithiophenes, regioselective both syn anti isomers is readily achieved. Thiophene fusion imparts increased paratropic character on the central indacene core as predicted by DFT calculations confirmed 1H NMR spectroscopy. IDTs exhibit red-shifted absorbance maxima with respect their all-carbon analogues undergo two-electron reduction one-electron oxidation.

The synthesis and optoelectronic properties of 24 π-electron, formally antiaromatic 4,11-di-t-butyl-1,8-dimesitylfluoreno[4,3-c]fluorene (FF) are presented. solid-state structure shows that the outer rings aromatic, while central four possess a bond-localized 2,6-naphthoquinone dimethide motif (in red). biradical character FF is assessed experimentally computationally; results which implicate closed-shell ground state.

Abstract Treatment of 2‐ethynylanilines with P(OPh) 3 gives either 2,2‐diphenoxy‐2‐λ 5 ‐phosphaquinolines or 2‐phenoxy‐2‐λ ‐phosphaquinolin‐2‐ones under transition‐metal‐free conditions. This reaction offers access to an underexplored heterocycle, which opens up the study fundamental nature NP V double bond and its potential for delocalization within a cyclic π‐electron system. heterocycle can serve as carbostyril mimic, application bioisostere pharmaceuticals based on 2‐quinolinone...

The synthesis and characterization of a diethynyl naphtho-fused cinnoline isoindazole are described. results show that both electron-accepting electron-donating molecules can be prepared from common intermediate.

A set of fully-conjugated indenofluorenes has been synthesized and confirmed by solid-state structure analysis. The indeno[2,1-c]fluorenes their benzo-fused analogues all contain the antiaromatic as-indacene core. molecules possess high electron affinities show a broad absorption that reaches into near-IR region electromagnetic spectrum. All featured compounds reversibly accept up to two electrons as revealed cyclic voltammetry. Analysis molecule tropicity using NICS-XY scan calculations...

We report a new synthetic route to 5,11-disubstituted indeno[1,2- b ]fluorene-6,12-diones that is amenable larger scale reactions, allowing for the preparation of gram amounts material. With this methodology, we explored effects on crystal packing morphology by varying substituents silylethynyl groups.

Abstract Treatment of 2‐ethynylanilines with P(OPh) 3 gives either 2,2‐diphenoxy‐2‐λ 5 ‐phosphaquinolines or 2‐phenoxy‐2‐λ ‐phosphaquinolin‐2‐ones under transition‐metal‐free conditions. This reaction offers access to an underexplored heterocycle, which opens up the study fundamental nature NP V double bond and its potential for delocalization within a cyclic π‐electron system. heterocycle can serve as carbostyril mimic, application bioisostere pharmaceuticals based on 2‐quinolinone...

We report the synthesis of an inherently fluorescent macrocyclic receptor for chloride. The use a disulphide tether provides excellent yield in macrocyclization step. This compound binds chloride solution and solid state, while unstable over time aqueous solution, shows selective response toward other anions state due to intermolecular interactions between fluorophore backbones. Surprisingly, optoelectronic differs films, with distinct colorimetric observed only film.

Utilizing an induced-fit model and taking advantage of rotatable acetylenic C(sp)–C(sp2) bonds, we disclose the synthesis solid-state structures a series conformationally diverse bis-sulfonamide arylethynyl receptors using either pyridine, 2,2′-bipyridine, or thiophene as core aryl group. Whereas bipyridine do not appear to bind guests in solid state, pyridine form 2 + dimers with water molecules, two halides, one each, depending on protonation state nitrogen atom. Isolation related...

A fluorescent macrocyclic anion receptor based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold has been synthesized to investigate mechanism of fluorescence quenching in this class compounds. X-ray crystallography reveals that binding pocket is a natural host both H2O and HCl, accommodating either molecule nearly identical environments. Our studies show protonation, not collisional quenching, responsible for observed response.

Abstract In the field of spatial-omics imaging, combining mRNA in situ hybridization (ISH) detection with multiplexed protein immunohistochemistry (IHC) is desirable. We present a simplified workflow FFPE tissue sections where ISH detected using branched ssDNA signal amplification visible by brightfield imaging combined IHC directly labeled antibodies fluorescence. multiple studies expression PCNA (Proliferating Cell Nuclear Antigen) shows moderate to high nuclear positivity observed most...

A substantial reduction in the rate of irreversible polymer photo-oxidation was observed through ionic stabilization polymer-O2 charge-transfer complex (CTC) amorphous polythiophene thin films. Through incorporation anionic functionality containing mobile cations, it found that CTC stability increases with increasing cation charge density. This results an increased electron transfer to molecular oxygen relative photosensitization and reaction 1O2, leading a overall degradation. UV-vis FTIR...

Abstract The title heterocycles can serve as carbostyril mimics with applications for pharmaceuticals, or novel switchable fluorophores.