La fundación de la Madrasa al-Adāb por la Asociación de ulemas musulmanes argelinos en la ciudad de Hennaya (Tremecén) en 1950

A biphenyl-fused BODIPY was synthesized through a facile oxidative cyclization of peripheral aryl-substituents at the β-position of the BODIPY unit. The extended π-system of the fused BODIPY induces near-infrared (NIR) absorption and strong π–π interactions in the solid state. These features are beneficial for the application of the dye as a functional material. The biphenyl-fused BODIPY dye was demonstrated to exhibit photocurrent conversion ability on the basis of its <i>n</i>-type semiconducting property

Synthesis of BN-Fused Polycyclic Aromatics via Tandem Intramolecular Electrophilic Arene Borylation

A tandem intramolecular electrophilic arene borylation reaction has been developed for the synthesis of BN-fused polycyclic aromatic compounds such as 4b-aza-12b-boradibenzo[<i>g</i>,<i>p</i>]chrysene (<b>A</b>) and 8b,11b-diaza-19b,22b-diborahexabenzo[<i>a</i>,<i>c</i>,<i>fg</i>,<i>j</i>,<i>l</i>,<i>op</i>]tetracene. These compounds adopt a twisted conformation, which results in a tight and offset face-to-face stacking array in the solid state. Time-resolved microwave conductivity measurements prove that the intrinsic hole mobility of <b>A</b> is comparable to that of rubrene, one of the most commonly used organic semiconductors, indicating that BN-substituted PAHs are potential candidates for organic electronic materials

Tetraaza[1₄]- and Octaaza[1₈]paracyclophane: Synthesis and Characterization of Their Neutral and Cationic States

Two kinds of aza­[1_<i>n</i>]­paracyclophanes, tetraaza­[1₄]­paracyclophane (<b>P4</b>) and octaaza­[1₈]­paracyclophane (<b>P8</b>), were synthesized as the smallest and the largest monodisperse macrocyclic oligomers of polyaniline ever made. Herein we report the electronic nature of the cationic species of these two macrocycles with different ring size. By combining ESR spectroscopy and DFT calculations it was suggested that <b>P4</b>^·+ was classified as delocalized class III or poised on the class II/III borderline while <b>P8</b>^·+ was regarded as a localized class II mixed-valence system. We successfully isolated the dication of <b>P4</b> as a stable dicationic salt <b>P4</b>²⁺·2­[SbF₆]⁻, and the structure of <b>P4</b>²⁺ was determined by X-ray crystal analysis. Variable-temperature NMR measurements for <b>P4</b>²⁺·2­[SbF₆]⁻ unequivocally showed that <b>P4</b>²⁺ was a 22π electron system with a singlet ground state. The supercharged hexacation of <b>P8</b> was also isolated as <b>P8</b>⁶⁺·6­[SbCl₆]⁻, and X-ray crystal analysis revealed that <b>P8</b>⁶⁺ includes one SbCl₆^– anion in its macrocyclic cavity

Fluorination of Benzothiadiazole–Benzobisthiazole Copolymer Leads to Additive-Free Processing with Meliorated Solar Cell Performance

Processing solvents and conditions have unique importance in the performance of bulk heterojunction organic solar cells. In the present work, we have investigated the role of a primary solvent and solvent additive in the device performance of two benzobisthiazole (BBTz)-based push–pull type polymers. In an inverted cell structure, the BBTz-<i>co</i>-fluorinated benzothiadiazole polymer (PBBTzFT) with a PC₇₁BM acceptor showed additive-free enhanced performance with a power conversion efficiency (PCE) of 6.4% from a 1,2-dichlorobenzene solvent, while the BBTz-<i>co</i>-pyridylthiadiazole polymer (PBBTzPT) showed maximum performance from a chlorobenzene (CB) solution with a 1,8-diiodooctane (DIO) additive (PCE = 2.3%). The detailed investigation by atomic force microscopy and two-dimensional grazing incidence X-ray diffraction corroborates that the fluorination of benzothiadiazole brought about optimal morphology without a solvent additive, the PCE of which is comparable with the previous nonfluorinated analogue (PCE = 6.5%) processed from CB with DIO

Mn₂(2,5-disulfhydrylbenzene-1,4-dicarboxylate): A Microporous Metal–Organic Framework with Infinite (−Mn–S−)_∞ Chains and High Intrinsic Charge Mobility

The reaction of MnCl₂ with 2,5-disulfhydrylbenzene-1,4-dicarboxylic acid (H₄DSBDC), in which the phenol groups in 2,5-dihydroxybenzene-1,4-dicarboxylic acid (H₄DOBDC) have been replaced by thiophenol units, led to the isolation of Mn₂(DSBDC), a thiolated analogue of the M₂(DOBDC) series of metal–organic frameworks (MOFs). The sulfur atoms participate in infinite one-dimensional Mn–S chains, and Mn₂(DSBDC) shows a high surface area and high charge mobility similar to that found in some of the most common organic semiconductors. The synthetic approach to Mn₂(DSBDC) and its excellent electronic properties provide a blueprint for a potentially rich area of exploration in microporous conductive MOFs with low-dimensional charge transport pathways

Mn₂(2,5-disulfhydrylbenzene-1,4-dicarboxylate): A Microporous Metal–Organic Framework with Infinite (−Mn–S−)_∞ Chains and High Intrinsic Charge Mobility

The reaction of MnCl₂ with 2,5-disulfhydrylbenzene-1,4-dicarboxylic acid (H₄DSBDC), in which the phenol groups in 2,5-dihydroxybenzene-1,4-dicarboxylic acid (H₄DOBDC) have been replaced by thiophenol units, led to the isolation of Mn₂(DSBDC), a thiolated analogue of the M₂(DOBDC) series of metal–organic frameworks (MOFs). The sulfur atoms participate in infinite one-dimensional Mn–S chains, and Mn₂(DSBDC) shows a high surface area and high charge mobility similar to that found in some of the most common organic semiconductors. The synthetic approach to Mn₂(DSBDC) and its excellent electronic properties provide a blueprint for a potentially rich area of exploration in microporous conductive MOFs with low-dimensional charge transport pathways

High Charge Mobility in a Tetrathiafulvalene-Based Microporous Metal–Organic Framework

The tetratopic ligand tetrathiafulvalene-tetrabenzoate (H₄TTFTB) is used to synthesize Zn₂(TTFTB), a new metal–organic framework that contains columnar stacks of tetrathiafulvalene and benzoate-lined infinite one-dimensional channels. The new MOF remains porous upon desolvation and exhibits charge mobility commensurate with some of the best organic semiconductors, confirmed by flash-photolysis-time-resolved microwave conductivity measurements. Zn₂(TTFTB) represents the first example of a permanently porous MOF with high charge mobility and may inspire further exploration of the electronic properties of these materials

High Charge Mobility in a Tetrathiafulvalene-Based Microporous Metal–Organic Framework

The tetratopic ligand tetrathiafulvalene-tetrabenzoate (H₄TTFTB) is used to synthesize Zn₂(TTFTB), a new metal–organic framework that contains columnar stacks of tetrathiafulvalene and benzoate-lined infinite one-dimensional channels. The new MOF remains porous upon desolvation and exhibits charge mobility commensurate with some of the best organic semiconductors, confirmed by flash-photolysis-time-resolved microwave conductivity measurements. Zn₂(TTFTB) represents the first example of a permanently porous MOF with high charge mobility and may inspire further exploration of the electronic properties of these materials

Assembled Structures of Anion-Responsive π‑Systems Tunable by Alkyl/Perfluoroalkyl Segments in Peripheral Side Chains

Anion-responsive π-conjugated molecules carrying semifluoroalkyl chains were newly synthesized to examine the self-assembling features and resulting electronic properties of these molecules and of ion-pairing complexes formed when combined with a planar cation salt. Although these compounds self-organize into columnar mesophases similar to that of their hydrocarbon analog, in both the charge-free and charge-based states, the fluorous moieties appended to the π-conjugated units change the detailed phase-transition profiles and improve the thermal stability of the ion-pairing complexes. The length of the fluoroalkyl chains at the termini strongly affects the charge carrier mobility through the one-dimensionally arranged π-conjugated motifs, giving highly mobile charge carriers with extremely high intrinsic mobility of 1.1 cm² V^–1 s^–1 as a maximum value

Assembled Structures of Anion-Responsive π‑Systems Tunable by Alkyl/Perfluoroalkyl Segments in Peripheral Side Chains

Anion-responsive π-conjugated molecules carrying semifluoroalkyl chains were newly synthesized to examine the self-assembling features and resulting electronic properties of these molecules and of ion-pairing complexes formed when combined with a planar cation salt. Although these compounds self-organize into columnar mesophases similar to that of their hydrocarbon analog, in both the charge-free and charge-based states, the fluorous moieties appended to the π-conjugated units change the detailed phase-transition profiles and improve the thermal stability of the ion-pairing complexes. The length of the fluoroalkyl chains at the termini strongly affects the charge carrier mobility through the one-dimensionally arranged π-conjugated motifs, giving highly mobile charge carriers with extremely high intrinsic mobility of 1.1 cm² V^–1 s^–1 as a maximum value