The synthesis, electrochemical, and photophysical characterization of N,N'-dialkylated and N,N'-dibenzylated dipyridinium thiazolo[5,4-d]thiazole derivatives are reported. The thiazolothiazole viologens exhibit strong blue fluorescence with high quantum yields between 0.8-0.96. The dioctyl, dimethyl, and dibenzyl derivatives also show distinctive and reversible yellow to dark blue electrochromism at low reduction potentials. The fused bicyclic thiazolo[5,4-d]thiazole heterocycle allows the alkylated pyridinium groups to remain planar, strongly affecting their electrochemical properties. The singlet quantum yield is greatly enhanced with quaternarization of the peripheral 4-pyridyl groups (Φ increases from 0.22 to 0.96) while long-lived fluorescence lifetimes were observed between 1.8-2.4 ns. The thiazolothiazole viologens have been characterized using cyclic voltammetry, UV-visible absorbance and fluorescence spectroscopy, spectroelectrochemistry, and time-resolved photoluminescence. The electrochromic properties observed in solution, in addition to their strong fluorescent emission properties, which can be suppressed upon 2 e reduction, make these materials attractive for multifunctional optoelectronic, electron transfer sensing, and other photochemical applications.
We demonstrate the feasibility of hexacoordinate silicon complexes with dianionic pincer ligands as electron transport and electroluminescent components of organic electronic devices.
N-(3-Iodopropyl)isatoic anhydride (IPIA) has been demonstrated to serve as an efficient substrate for the development of an extended bioconjugation platform. Derivatives of IPIA are water-soluble and adaptable and share a common chromophore, rendering them easily quantifiable. We demonstrate the preparation of the readily diversified bioconjugation platform technology and application of the reagents in RNA-SHAPE analysis.
The superlattice structures of hierarchical cluster solids are dictated by short-range interactions between constituent building blocks. Here we show that shape complementary sites, as well as halogen and chalcogen bonding between exposed capping ligands and fullerides, govern the packing arrangement of the resulting binary solids. Four new superatomic solids, [Ni(μ-I)(μ-dppm)](C) (1·C), [Ni(μ-I)(μ-dppm)](C) (1·C), [Ni(μ-Te)(μ-dppm)](C) (2·C), and [Ni(μ-Te)(μdppm)](C) (2·C), (dppm = PhPCHPPh) were prepared and crystallized from solution. All four compounds were characterized by single crystal X-ray diffraction, IR spectroscopy, and SQUID magnetometry. Charge transfer between the molecular clusters is confirmed via optical spectroscopy and structural data. Compounds 1·C and 2·C are paramagnetic and 100 times more conductive than the constituent cluster precursors. The obtained solids exhibit close contacts, indicative of halogen/chalcogen bonds, between the fulleride anions and the nickel cluster capping ligands (I/Te) in the solid-state.
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