Exploring the Lewis Acidity and Reactivity of Neutral Pentacoordinate Dithienophospholes.

A series of luminescent, neutral pentacoordinate dithieno[3,2-b:2',3'-d]phosphole compounds was synthesized by [4+1] cycloaddition of o-quinones with the corresponding trivalent phospholes. The electronic and geometrical modification of the π-conjugated scaffold implemented here impacts the aggregation behavior of the species in solution. It proved successful in generating species with improved Lewis acidity of the phosphorus center that was then leveraged for small-molecule activation.

Electrosynthesis of Au nanocluster embedded conductive polymer films at soft interfaces using dithiafulvenyl-functionalized pyrene.

Nanoparticle (NP) embedded conductive polymer films are desirable platforms for electrocatalysis as well as biomedical and analytical applications. Increased catalytic and analytical performance is accompanied by concomitant decreases in NP size. Herein, highly reproducible electrogeneration of low dispersity Au nanocluster embedded ultra-thin (∼2 nm) conductive polymer films at a micro liquid|liquid interface is demonstrated.

The phenine concept delivers a nitrogen-doped nanotube and evokes infinite possibilities.

Isobe et al. recently introduced the phenine concept, whereby a 1,3,5-trisubstituted benzene system (a phenine unit) is used as a basic building block instead of an -hybridized carbon atom. Now, they apply it in a concise synthesis of a nitrogen-doped phenine nanotube.

Synthesis of Oligo(1,8-pyrenylene)s: A Series of Functional Molecular Liquids.

A monomer-through-pentamer series of oligo(1,8-pyrenylene)s was synthesized using a two-step iterative synthetic strategy. The trimer, tetramer, and pentamer are mixtures of atropisomers that interconvert slowly at room temperature (as shown by variable-temperature NMR analysis). They are liquids well below room temperature, as indicated by POM, DSC and SWAXS analysis.

Pyrenoimidazolyl-Benzaldehyde Fluorophores: Synthesis, Properties, and Sensing Function for Fluoride Anions.

Two structural isomers of (9-pyreno[4,5-]imidazol-10-yl)-benzaldehyde, with para and meta substitution patterns, were synthesized by condensation of 4,5-pyrenedione with terephthalaldehyde and isophthalaldehyde, respectively. These new pyrenoimidazole derivatives were characterized by single-crystal X-ray crystallography, UV-vis absorption spectroscopy, fluorescence spectroscopy, and cyclic voltammetry to elucidate their structural, solid-state packing, and electronic properties. Interactions of these compounds with fluoride anions in polar organic solvents (acetone and dimethyl sulfoxide) were investigated by NMR, UV-vis, and fluorescence techniques in conjunction with density functional theory calculations.

A Macrocyclization of 1,8-Bis(dithiafulvenyl)pyrenes.

Dithiafulvenyl (DTF) end groups were linked to the 1 and 8 positions of a pyrene core directly or via phenylene bridges to afford redox-active pyrene derivatives. Upon oxidation, the 1,8-bis(DTF)pyrene underwent stepwise electron transfers to form radical cation and dication species, whereas the phenylene-extended bis(DTF)pyrene derivative was cyclized into a macrocyclic trimer through sequential DTF oxidative coupling reactions in solution and in the solid state. The structural, electronic, and supramolecular properties of the pyrene-based macrocycle were investigated using various spectroscopic techniques and molecular modeling studies.