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Luminescence properties of carborane-containing distyrylaromatic systems

A set of distyrylbenzene, distyrylbiphenyl and distyrylanthracene end-substituted with carborane clusters is introduced herein. All these compounds have been prepared from the corresponding styrene-containing carborane derivatives via Heck coupling reaction. High regioselectivity has been achieved yielding exclusively E isomers. All compounds have been fully characterized and the crystal structure of the distyrylbiphenyl end-substituted with Methyl-o-carborane was analyzed by X-ray diffraction. The absorption properties of compounds were elucidated by TD-DFT calculations, highlighting the importance of the aromatic core and pi-conjugation. It is worth noting that the luminescence properties of these systems depend on the aromatic core; in solution, benzene and biphenyl derivatives showed higher fluorescence emission than the anthracene ones and the presence of the carborane clusters does not induce any major change in fluorescence as compared to the pristine non-carborane containing partners. Nevertheless, all compounds exhibited low fluorescence quantum yields in aggregation state, which gives clear evidence of considerable intermolecular interactions between aggregates that could be the reason of the fluorescence quenching.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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A new, robust, and nonradioactive approach for exploring N-myristoylation

Myristoyl-CoA (CoA): protein N-myristoyltransferase (NMT) catalyzes protein modification through covalent attachment of a C14 fatty acid (myristic acid) to the N-terminal glycine of proteins, thus promoting protein-protein and protein- membrane interactions. NMT is essential for the viability of numerous human pathogens and is also up-regulated in several tumors. Here we describe a new, nonradioactive, ELISA-based method for measuring NMT activity. After the NMT-catalyzed reaction between a FLAG-tagged peptide and azido-dodecanoyl-CoA (analog of myristoyl-CoA), the resulting azido-dodecanoyl-peptide-FLAG was coupled to phosphine- biotin by Staudinger ligation, captured by plate-bound anti-FLAG antibodies and detected by streptavidin-peroxidase. The assay was validated with negative controls (including inhibitors), corroborated by HPLC analysis, and demonstrated to function with fresh or frozen tissues. Recombinant murine NMT1 and NMT2 were characterized using this new method. This versatile assay is applicable for exploring recombinant NMTs with regard to their activity, substrate specificity, and possible inhibitors as well as for measuring NMT-activity in tissues. Copyright

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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Bipolar type indolocarbazole host for green phosphorescent organic light-emitting diodes

A bipolar host designed using indolocarbazole as a bipolar moiety was developed by coupling two indolocarbazole moieties via a phenyl linker. The indolocarbazole derived hosts could carry holes and electrons in the emitting layer, functioning as bipolar hosts in the green phosphorescent organic light-emitting diodes. The linker based molecular design was superior to the directly coupled molecular design to match carrier balance for high quantum efficiency in the green phosphorescent devices.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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Low band gap polymers based on 1,4-dialkoxybenzene, thiophene, bithiophene donors and the benzothiadiazole acceptor

Four new copolymers of 1,4-dialkoxybenzene, thiophene, bithiophene and benzothiadiazole have been prepared and investigated for optical properties and in photovoltaic devices. The structures were chosen to show the effect of successively introducing an acceptor moiety, longer alkoxy side chains and finally, substituting thiophene for bithiophene. The absorption spectra and IPCE showed that these are low band gap polymers that can harvest light in the visible spectrum (400 to 700 nm) and that photoelectrons are generated in the whole range. The photovoltaic devices produced short circuit current densities (Jsc) of 2.6 to 4.6 mA/cm2 under AM1.5 G illumination. The open circuit voltage (Voc) was 0.56 to 0.64 V and the efficiencies (eta) of 0.8% to 2.2% depending on the structure.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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An amidation/cyclization approach to the synthesis of N-hydroxyquinolinones and their biological evaluation as potential anti-plasmodial, anti-bacterial, and iron(II)-chelating agents

A 26-member library of novel N-hydroxyquinolinone derivatives was synthesized by a one-pot Buchwald-type palladium catalyzed amidation and condensation sequence. The design of these rare scaffolds was inspired from N-hydroxypyridones and 2-quinolinones classes of compounds which have been shown to have rich biological activities. The synthesized compounds were evaluated for their anti-plasmodial and anti-bacterial properties. In addition, these compounds were screened for their iron(II)-chelation properties. Notably, four of these compounds exhibited anti-plasmodial activities comparable to that of the natural product cordypyridone B.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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A palladium-catalyzed intramolecular hydrocarbonation of unactivated alkenes was achieved, in which toluene is used as a hydrogen donor for the first time. The radical transfer hydrogenation is designed and realized based on the Bond Dissociation Energy (BDE) value. A toluene derivative, which is cheap, readily available and easy to handle, serves as a new hydrogen donor in radical involved reactions, providing a novel and promising perspective for future reductive reactions.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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7,7?-Dihydroxy-8,8?-biquinolyl was converted to the title phosphine in four-steps via Mitsunobu monoetherification, trifylation, phosphination, and phosphine oxide reduction (63% overall yield). Enantiomerically pure phosphine was combined with Pd2dba3 and investigated for the synthesis of axially chiral biaryl compounds from Ar1Br and Ar2B(OH)2 in the presence of K 3PO4 in toluene solvent (6 examples, 4-97% yield, 4-74% ee). The analogous carbocyclic ligand 2-(diphenylphosphino)-2?-methoxy-1, 1?-binaphthyl (MOP) was studied for comparative purposes and found to be effective for the synthesis of hindered 2,2?-disubstituted 1,1?-binaphthyls (78-83% yield, 20-38% ee). Georg Thieme Verlag Stuttgart New York.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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Catalytic conditions for the alpha-arylation of aryl nitromethanes have been discovered using parallel microscale experimentation, despite two prior reports of the lack of reactivity of these aryl nitromethane precursors. The method efficiently provides a variety of substituted, isolable diaryl nitromethanes. In addition, it is possible to sequentially append two different aryl groups to nitromethane. Mild oxidation conditions were identified to afford the corresponding benzophenones via the Nef reaction, and reduction conditions were optimized to afford several diaryl methylamines.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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Compounds of the formula: 1where the formula variables are as defined in the disclosure, advantageously inhibit or block the biological activity of the picomaviral 3C protease. These compounds, as well as pharmaceutical compositions containing these compounds, are useful for treating patients or hosts infected with one or more picomaviruses, such as RVP. Intermediates and synthetic methods for preparing such compounds are also described.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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Poly [3,3?-didodecylquaterselenophene] (PQS) and poly[3,3?- didodecylquaterselenophene-alt-didodecylquaterthiophene] (PQSQT), have been synthesized by using a Stille cross-coupling reaction. The weight-averaged molecular weights (Mw) of PQS and PQSQT were found to be 18,900 Da and 22,300 Da with polydispersity indices of 1.71 and 1.99, respectively. Photophysical measurements found the low bandgaps of 1.73 eV for PQS and 1.86 eV for PQSQT. The field-effect mobilities of PQS and PQSQT were determined to be 6.0×10-3 and 0.05 cm2/V s, respectively. The influence of the selenium and sulfur atoms in the polymer backbones were investigated with regard to device performances. The polymers were combined with the PC71BM ([6,6]-phenyl C71-butyric acid methyl ester) acceptor to fabricate bulk heterojunction solar cells with power conversion efficiencies of 0.73-2.37% under AM 1.5 G (100 mW/cm2) conditions.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method