Herein we present organic mixed-valence compounds with an innovative H-shape design, where four redox centres are bridged "vertically" via a dibenzofulvene backbone and "horizontally" via a bis-(dibenzofulvene)-thiophene bridge. These compounds are easily oxidized to stable highly charged radical species which show intense intervalence charge transfer transitions in the near infrared region. Interestingly, depending on the position of the arylamine substituents on the bridge, both vertical and horizontal electron transfer pathways can be optically induced.
Thienosquaraines are an interesting class of electroactive dyes that are useful for applications in organic electronics. Herein, the redox chemistry and electrochromic response of a few newly synthesized thienosquaraines are presented. These properties are compared to those of the commercial 2,4-bis[4-(N,N-diisobutylamino)-2,6-dihydroxyphenyl]squaraine. The stability of the radical ions formed in electrochemical processes strongly affects these properties, as shown by cyclic voltammetry, in situ spectroelectrochemistry, and quantum chemical calculations. Furthermore, all of the dyes show aggregation tendency resulting in panchromatic absorption covering the whole UV/Vis spectral range.
π-Conjugated ionic liquid crystals are a very interesting class of salts where the coupling of ionic and electronic functions with the anisotropy typical of liquid crystals may give rise to materials with advanced bulk properties. Defect-free active thin films obtainable by simplemesophase self-assembly of these materials may be exploited in a number of different electro-optical devices. Here we show that the rich mesomorphism of the thienoviologen salts 4,4′-(2,2′-bithiophene-5,5′-diyl)bis(1-alkylpyridinium), which includes smectic, columnar, and nematic phases, significantly depends on the counterion type and the length of the promesogenic alkyl chains, highlighting the delicate balance among ion/ion, π−π stacking, and hydrophobic interactions. These salts show notable fluorescence properties in the bulk, strongly dependent on the self-assembling
Keywords: Alkynes / Carbonylation / Cyclization / High-pressure chemistry / Palladium Isoquinoline-4-carboxylic esters 3 and isochromene-4-carboxylic esters 4 have been conveniently prepared by direct PdI 2 -catalyzed oxidative heterocyclization/alkoxycarbonylation of readily available (2-alkynylbenzylidene)amine derivatives. In particular, (2-alkynylbenzylidene)(tert-butyl)-amines 2 selectively afforded isoquinoline derivatives 3 by N-cyclization, whereas N-(2-alkynylbenzylidene)-NЈ-phenylhydrazines 5 led to the formation of isochromenes 4
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