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showing 10 items of 1811 documents

Probing the Folding of Peptide–Polymer Conjugates Using the π-Dimerization of Viologen End-Groups

2020

The synthesis of a foldable viologen-functionalized peptide–polymer conjugate is presented. The ABA-type triblock conjugate with a PEG polymer was capped with a FHFHF pentapeptide sequence and further modified with a viologen building block at both chain ends. The pH-responsive peptide domains fold into an intermediate structure inducing close proximity of the viologen units, which upon a reduction step form π-dimers of the radical cation. Overall the intramolecular folding and intermolecular self-assembly process leads to the formation of supramolecular nanorods. Mixing of viologen-peptide–polymer conjugates with unfunctionalized conjugates leads to crosslinking of the nanorods and hydroge…

chemistry.chemical_classificationstimuli-responsive polymerspeptide conjugation010405 organic chemistrySupramolecular chemistrytechnology industry and agricultureViologenPolymersupramolecular materials010402 general chemistry01 natural sciencesPentapeptide repeat0104 chemical scienceslcsh:ChemistrychemistryRadical ionlcsh:QD1-999Intramolecular forcePolymer chemistrySelf-healing hydrogelsmedicineelectrochromismhydrogelmedicine.drugConjugateOrganic Materials
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A DFT Characterization of the Mechanism for the Cycloaddition Reaction between 2-Methylfuran and Acetylenedicarboxylic Acid

1999

The molecular mechanism for the cycloaddition reaction between 2-methylfuran and acetylenedicarboxylic acid (ADA) has been characterized using density functional theory methods at the B3LYP/6-31+G* theory level. An analysis of the results on the reaction pathway shows that the reaction takes place along a stepwise mechanism. The initial step corresponds to the nucleophilic attack of the C5 position of the furan ring to one carbon atom of the conjugated acetylenic system of ADA to give a zwitterionic intermediate. Closure of this intermediate along the nucleophilic attack of the other acetylenic carbon to the substituted C2 position of the furan ring affords the Diels−Alder cycloadduct. Alth…

chemistry.chemical_compoundAcetylenedicarboxylic acidchemistryNucleophileComputational chemistryFuran2-MethylfuranDensity functional theoryPhysical and Theoretical ChemistryConjugated systemRing (chemistry)PhotochemistryCycloadditionThe Journal of Physical Chemistry A
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ChemInform Abstract: Highly Enantioselective Copper(I)-Catalyzed Conjugate Addition of 1,3-Diynes to α,β-Unsaturated Trifluoromethyl Ketones.

2015

The conjugate diynylation of α,β-saturated trifluoromethyl ketones is carried out at low catalytic loading (2.5 mol% for aryl substituents) of a copper(I)—MeO-BIPHEP complex, triethylamine and a terminal 1,3-diyne.

chemistry.chemical_compoundAddition reactionTrifluoromethylChemistryArylEnantioselective synthesischemistry.chemical_elementGeneral MedicineMedicinal chemistryTriethylamineCopperCatalysisConjugateChemInform
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Electrosynthesis of Stable Betulin‐Derived Nitrile Oxides and their Application in Synthesis of Cytostatic Lupane‐Type Triterpenoid‐Isoxazole Conjuga…

2021

chemistry.chemical_compoundBetulinTriterpenoidchemistryNitrileOrganic Chemistry13-Dipolar cycloadditionOrganic chemistryPhysical and Theoretical ChemistryIsoxazoleElectrosynthesisLupeolConjugateEuropean Journal of Organic Chemistry
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A new type of pi-electron donors with one dithiole unit: Substituted 7-(1,3-dithiol-2-ylidene)-7-hydrobenz[d,e]anthracenes

1999

New electron donors 11a–c bearing only one 1,3-dithiole ring conjugated with an acene backbone have been synthesized by Wittig–Horner reactions from 7H-benz[d,e]anthracen-7-one (10) and differently substituted phosphonate esters 9a–c. The donor properties of 11 have been characterized by means of both experimental techniques and quantum chemical calculations. Cyclic voltammetry measurements on the novel compounds predict donor abilities comparable to those of TTF and BEDT-TTF. The voltammograms show a multi-stage redox behaviour with oxidation up to the trication, where the first two oxidation processes take place at very close potentials. These processes have been assigned to a simultaneou…

chemistry.chemical_compoundChemistryIntramolecular forceOrganic ChemistryDithiolAromaticityPhysical and Theoretical ChemistryConjugated systemRing (chemistry)PhotochemistryAceneRedoxDication
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Novel Porphyrin-cholic Acid Conjugates as Receptors for Biologically Important Anions

2007

chemistry.chemical_compoundChemistrySupramolecular chemistryCholic acidGeneral ChemistryReceptorPorphyrinCombinatorial chemistryConjugateSupramolecular Chemistry
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Inside Back Cover: N ‐Annulated Perylene Bisimides to Bias the Differentiation of Metastable Supramolecular Assemblies into J‐ and H‐Aggregates (Ange…

2020

chemistry.chemical_compoundCrystallographyMaterials sciencechemistryMetastabilitySupramolecular chemistryCover (algebra)General ChemistryJ-aggregateCatalysisPeryleneAngewandte Chemie International Edition
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Cycloaddition reactions of 2H-benzo[b]thiete and conjugated cyclic dienes

1996

2H-Benzo[b]thiete 1 reacts with cyclopentadiene 3 in consecutive [8π + 2π]cycloadditions yielding the condensed heterocycles 6–8. Tetracyclone 9 on the other hand gives only the monoadduct 10. An [8π + 8π]cycloaddition can be observed for 1 and diphenylisobenzofuran 11. The related π system 13 shows again consecutive [477π + 27π]processes (1 + 13 ← 14, 15).

chemistry.chemical_compoundCyclopentadieneChemistryOrganic ChemistryConjugated systemMedicinal chemistryCycloadditionJournal of Heterocyclic Chemistry
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ChemInform Abstract: Enantioselective Synthesis of 4-Substituted Dihydrocoumarins Through a Zinc Bis(hydroxyamide)-Catalyzed Conjugate Addition of Te…

2013

Terminal alkynes (II) react with coumarins (I) in the presence of diethylzinc and chiral bis(hydroxyamide) ligands to give enantiopure dihydrocoumarins (III) substituted with an alkynyl group in C(4) position in good enantioselectivities.

chemistry.chemical_compoundEnantiopure drugChemistryEnantioselective synthesischemistry.chemical_elementGeneral MedicineZincDiethylzincMedicinal chemistryCatalysisConjugateChemInform
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(E,E,E)-4,4′-Distyrylstilbenes – Synthesis, Photophysics, Photochemistry and Phase Behavior

2008

The fluorescence quantum yields F(n) of oligo[2,5-bis(propyloxy)-1,4-phenylenevinylene]s (1b) reach for the trimer (n = 3) in solution a maximum of 86 %, which is almost twice as high as for the monomer (n = 1) and the octamer or undecamer (n = 8, 11). The latter represent the convergence limit of 46 %. 4-Mono-, 3,4-di- or 3,4,5-trisubstituted terminal phenyl rings in the trimers 6a–f do not lead to calamitic or phasmidic liquid crystals; however, 2,3,4-trisubstitution with hexyloxy groups (6h) and even with OCH3 groups (6g) effects LC formation. Irradiation with energy-rich UV light provokes a crosslinking of the originally conjugated chains. In the case of 6c, a chemo- and stereoselective…

chemistry.chemical_compoundMonomerLiquid crystalChemistryPhase (matter)Organic ChemistryStereoselectivityTrimerPhysical and Theoretical ChemistryConjugated systemPhotochemistryCondensation reactionFluorescenceEuropean Journal of Organic Chemistry
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