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Ground and first excited electronic state interaction of FAD with some β-carboline derivatives

1987

Abstract The spectrophotometric and thermodynamic properties of molecular complexes of flavine adenine dinucleotide (FAD) with some dihydro β-carboline derivatives have been investigated in aqueous solution. The molecular associations have been examined by means of electronic absorption spectra, since in each a new charge-transfer band has been located, and also the variation of the fluorescence emission of FAD on the solutions has been observed. The formation constants for the molecular complexes were determined from absorption data, using the Foster-Hammick-Wardley method. The quenching fluorescence phenomena observed in FAD is related to the concentration of the dihydro β-carboline deriv…

β carboline derivativesAqueous solutionExcited electronic statebiologyAbsorption spectroscopyChemistryGeneral EngineeringPhotochemistryFluorescenceCofactorStability constants of complexesbiology.proteinPhysical chemistryheterocyclic compoundsAbsorption (chemistry)Spectrochimica Acta Part A: Molecular Spectroscopy
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Back Cover: Water Structure Recovery in Chaotropic Anion Recognition: High-Affinity Binding of Dodecaborate Clusters to γ-Cyclodextrin (Angew. Chem. …

2015

γ cyclodextrinChaotropic agentHofmeister seriesHigh affinity bindingChemistryINTInorganic chemistryDodecaborateSupramolecular chemistryGeneral ChemistryMedicinal chemistryCatalysisIonAngewandte Chemie International Edition
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Desymmetrization of Prochiral Cyclobutanones via Nitrogen Insertion: A Concise Route to Chiral γ‐Lactams

2021

Abstract Asymmetric access to γ‐lactams is achieved via a cyclobutanone ring expansion using widely available (1S,2R)‐1‐amino‐2‐indanol for chiral induction. Mechanistic analysis of the key N,O‐ketal rearrangement reveals a Curtin–Hammett scenario, which enables a downstream stereoinduction (up to 88:12 dr) and is corroborated by spectroscopic, crystallographic, and computational studies. In combination with an easy deprotection protocol, this operationally simple sequence allows the synthesis of a range of optically pure γ‐lactams, including those bearing all‐carbon quaternary stereocenters. In addition, the formal synthesis of drug molecules baclofen, brivaracetam, and pregabalin further …

γ-lactamsChiral auxiliary010405 organic chemistryChemistryasymmetric synthesisEnantioselective synthesisCyclobutanoneGeneral Chemistry010402 general chemistryRing (chemistry)01 natural sciencesCombinatorial chemistryDesymmetrizationCatalysis0104 chemical sciencesStereocenterdesymmetrizationFormal synthesischemistry.chemical_compoundMoleculecyclobutanoneResearch ArticlesResearch ArticleAsymmetric Synthesis | Hot PaperAngewandte Chemie International Edition
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Crystal structures of 4-chloro-pyridine-2-carbo-nitrile and 6-chloro-pyridine-2-carbo-nitrile exhibit different inter-molecular π-stacking, C-H⋯Nnitr…

2015

The crystal structures of two chloro­cyano­pyridines, namely 4-chloro­pyridine-2-carbo­nitrile and 6-chloro­pyridine-2-carbo­nitrile, exhibit unique inter­molecular C—H⋯Nnitrile, C—H⋯Npyridine and offset face-to-face π-stacking inter­actions.

π-stackingC—H...N interactionscrystal structureNitrileStereochemistrySubstituentStackingSolid-stateCrystal structureC—H⋯N inter­actions010402 general chemistryRing (chemistry)01 natural sciencesResearch Communicationschlorocyanopyridinechemistry.chemical_compoundPyridineGeneral Materials ScienceCrystallography010405 organic chemistryGeneral ChemistryCondensed Matter Physics0104 chemical sciences3. Good healthchloro­cyano­pyridineCrystallographychemistryQD901-999Acta crystallographica. Section E, Crystallographic communications
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