Synthesis, structure–activity relationship studies, and identification of novel 5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine derivatives as dual orexin receptor antagonists. Part 1

Sifferlen, Thierry; Koberstein, Ralf; Cottreel, Emmanuelle; Boller, Amandine; Weller, Thomas; Gatfield, John; Brisbare‐Roch, Catherine; Jenck, F.; Boss, Christoph

doi:10.1016/j.bmcl.2013.01.088

Cited by 11 publications

(1 citation statement)

References 29 publications

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“…Pyrazin-based polymers 15,16 have a strong electron deficient ability that can reduce their HOMO energy level, improving the electrochemical characteristics. Therefore, they are widely used as electron receptor units for the construction of efficient polymer electrode active materials.…”

Section: Introductionmentioning

confidence: 99%

High performance electrode material for Li-organic battery based on quinoxalin-thiophene conjugated polymer/carbon powder composite

Yue

Zhao

Kong

2022

High Performance Polymers

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In this work, thiophene derivatives were selected as donor units and pyrazine derivatives as receptor units to synthesize two composite materials consisting of supercapacitor carbon (SC) loaded with poly [2,3-bis (2-pyridinyl)-5,8-bis (2-thiophenyl) quinoxaline] (PPTQ) or poly [2,3-bis (2-pyridinyl)-5,8-bis (2-(3,4-ethylenedioxythiophene) quinoxaline] (PPETQ) by cationic radical polymerization. First, chemical bonds structure, surface morphology, and element valence states of these materials were characterized by infrared (IR), scanning electron microscopy (SEM) and XPS in turn. CV curves were used to determine their initial oxygen reduction potentials and to calculate their HOMO and LUMO values, both polymers have a narrow band gap, with Eg values lower than 2 eV. The polymer composite materials were tested as anodes in lithium-ion batteries, with a lithium sheet used as the counter electrode. Then the constant current charge-discharge and electrochemical impedance spectroscopy (EIS) impedance were measured. The first discharge specific capacities of PPTQ@SC and PPETQ@SC were 895.9 mAh/g and 913.0 mAh/g at a current density of 100 mA/g, the formation of a SEI film occurred in the second cycle, and their coulomb efficiencies can reach more than 90% from the third cycle, and the discharge platform appeared at about 1.0 V. In contrast, due to its stronger electron-donating ability, the PPETQ polymer containing the 3,4-ethylenedioxythiophene (EDOT) group have better electrical conductivity and its honeycomb structure provides more active sites for the lithiation/delithiation redox process. Therefore, the specific capacity of PPETQ@SC are all higher than that of PPTQ@SC at different current densities.

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Section: Introductionmentioning

confidence: 99%

High performance electrode material for Li-organic battery based on quinoxalin-thiophene conjugated polymer/carbon powder composite

Yue

Zhao

Kong

2022

High Performance Polymers

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Methyl fluorosulfonyldifluoroacetate (MFSDA): An Underutilised Reagent for Trifluoromethylation

Clarke

McGlacken

2016

Chemistry A European J

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The introduction of fluorine groups to pharmaceutical compounds can have a dramatic effect on the lipophilicity and metabolic stability of the molecule in vivo. Around 20 % of drugs contain at least one fluorine atom. The trifluoromethyl group is known to have beneficial effects and can dramatically affect the biological activity when substituted for a methyl group, for example. In any case, the direct and late-stage introduction of a trifluoromethyl group is a powerful transformation in the tool box of the medicinal chemist. The use of methyl fluorosulfonyldifluoroacetate (MFSDA) as a relatively inexpensive reagent for trifluoromethylation was first reported in 1989; however, in our opinion it has been somewhat underutilised. Herein, a comprehensive review of trifluoromethylation using MFSDA is reported, which we hope will further expose readers to this useful reagent.

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Orexin Receptor Antagonists

Shireman

Letavic

2017

Comprehensive Medicinal Chemistry III

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Synthesis, structure–activity relationship studies, and identification of novel 5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine derivatives as dual orexin receptor antagonists. Part 1

Cited by 11 publications

References 29 publications

High performance electrode material for Li-organic battery based on quinoxalin-thiophene conjugated polymer/carbon powder composite

High performance electrode material for Li-organic battery based on quinoxalin-thiophene conjugated polymer/carbon powder composite

Methyl fluorosulfonyldifluoroacetate (MFSDA): An Underutilised Reagent for Trifluoromethylation

Orexin Receptor Antagonists

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