Search results for "Conjugate"

showing 10 items of 644 documents

Oligo(2,5-thienyleneethynylene)s with Terminal Donor-Acceptor Substitution

2006

Five oligo(2,5-thienyleneethynylene) series (OTE, n = 1–5), namely the push-pull substituted compounds 1b-5b and 1c-5c, the purely donor substituted compounds 1a-5a and two precursor series with protected and deprotected ethynyl end-groups, respectively, were obtained by a convergent synthetic strategy. The extension of the conjugated chromophores in the donor-acceptor OTE (DAOTE) series is superimposed by an intramolecular charge transfer (ICT), which decreases with an increasing number, n, of repeat units. The overall effect is studied by the convergence of the UV/Vis absorption maxima λmax (n) → λ∞ for n → ∞.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

StereochemistryChemistryIntramolecular forceOrganic ChemistryPhysical and Theoretical ChemistryChromophoreAbsorption (chemistry)Conjugated systemDonor acceptorEuropean Journal of Organic Chemistry
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[68Ga]Ga-DO2A-(OBu-l-tyr)2: Synthesis, 68Ga-radiolabeling and in vitro studies of a novel 68Ga-DO2A-tyrosine conjugate as potential tumor tracer for …

2009

The synthesis, (68)Ga-labeling and in vitro study of the novel tyrosine chelate derivative [(68)Ga]Ga-1,4,7,10-tetraazacyclododecane-1,7-diacetic acid-4,10-di-(O-butyl)-l-tyrosine ([(68)Ga]Ga-DO(2)A-(OBu-l-tyr)(2)) as a potential tracer for imaging tumor metabolism by positron emission tomography (PET) is presented. This approach combines the biological amino acid transporter targeting properties of l-tyrosine with the outstanding availability of (68)Ga(III) via the (68)Ge/(68)Ga generator. In vitro studies utilizing the F98-glioblastoma cell line revealed specific uptake of [(68)Ga]Ga-DO2A-(OBu-l-tyr)(2) that was comparable to that of the reference O-(2-[(18)F]fluoroethyl)-l-tyrosine (FET)…

StereochemistryClinical BiochemistryPharmaceutical ScienceBiochemistryChemical synthesisCell Line TumorDrug DiscoveryOrganometallic CompoundsAnimalsChelationAmino acid transporterTyrosineMolecular BiologyGallium IsotopesFluoroethylBrain NeoplasmsChemistryOrganic ChemistryLigand (biochemistry)In vitroRatsPositron-Emission TomographyMolecular MedicineRadiopharmaceuticalsGlioblastomaConjugateBioorganic & Medicinal Chemistry Letters
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Star-shaped conjugated compounds forming nematic discotic systems

2004

Abstract Star-shaped compounds, having a benzene ( 9a,b ) or a 1,3,5-triazine ( 11a,b ) core and stilbenoid arms were prepared. Hexyloxy chains, attached in the middle of the arms, provide nematic discotic phases ND, which are unusual for such systems. The position of the sidechains prevents the micro-segregation, which is valid for star-shaped discs of columnar phases. The stilbenoid character of 9a,b and 11a,b guarantees a high light sensitivity. Apart from the statistical CC bond formation by irradiation in solution or in the LC phases, a topochemically controlled chemo-, regio- and stereoselective photocyclodimerization 11a → 12 was found in the crystalline state. The structure determin…

StereochemistryDiscotic liquid crystalOrganic ChemistryConjugated systemStar (graph theory)StilbenoidBiochemistrychemistry.chemical_compoundCrystallographychemistryLiquid crystalDrug DiscoveryStereoselectivityBenzeneTwo-dimensional nuclear magnetic resonance spectroscopyTetrahedron
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Long-range substituent and temperature effect on prototropic tautomerism in 2-(acylmethyl)quinolines

2001

Tautomeric equilibria between 2-(cinnamoylmethyl)quinoline, (Z)-1,2-dihydro-2-(cinnamoylmethylene)quinoline and (Z)-4-phenyl-1-(2-quinolyl)-1,3-butadien-2-ol were studied by 1H, 13C and 15N NMR methods. The —CHCH— fragment conjugated with phenyl and a strong electron donor p-(1-pyrrolidine) substituent were found to favour the enolimine tautomer. This undergoes fast exchange (on the NMR time-scale) with the enaminone form. The amount of the latter tautomer was found to increase at low temperatures. Copyright © 2001 John Wiley & Sons, Ltd.

StereochemistryHydrogen bondOrganic ChemistryQuinolineSubstituentElectron donorCarbon-13 NMRConjugated systemMedicinal chemistryTautomerchemistry.chemical_compoundchemistryProton NMRPhysical and Theoretical ChemistryJournal of Physical Organic Chemistry
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New complex polycyclic compounds: Synthesis, antiproliferative activity and mechanism of action

2020

Abstract Polycyclic or O-glycoconiugate polycyclic compounds 1a-g were previously tested for their in vitro antiproliferative activity. In this series of compounds, activity increases as log P decreases. Specifically, compounds 1d and 1g showed lower log P values together with the best antiproliferative profiles. With the aim of extending our understanding of the structure–activity relationship (SAR) of this class of compounds, we prepared new polycyclic derivatives 2a-c, which bear on each of the two phenyl rings hydrophilic substituents (OH, SO2NH2 or NHCOCH3). These substituents are able to form hydrogen bonds and to decrease the partition coefficient value as compared with compound 1d. …

StereochemistryO-glycoconjugate polycyclic compoundsApoptosisAntiproliferative activityCrystallography X-Ray01 natural sciencesBiochemistryStructure-Activity RelationshipBreast cancer cell lineCell Line TumorDrug DiscoverymedicineAutophagyMDA-MB231 breast cancer cellsHumansPolycyclic CompoundsCytotoxicityMolecular BiologyCell Proliferation010405 organic chemistryHydrogen bondChemistryOrganic ChemistryHydrogen BondingIn vitro0104 chemical sciencesPartition coefficient010404 medicinal & biomolecular chemistryMechanism of actionApoptosisPyrazolo[34-b]pyrazolo[3′4′:23]azepino[45-f]azocinemedicine.symptom
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Overcoming Steric Hindrance in Aryl‐Aryl Homocoupling via On‐Surface Copolymerization

2019

On-surface synthesis is a unique tool for growing low-dimensional carbon nanomaterials with precise structural control down to the atomic level. This novel approach relies on carefully designed precursor molecules, which are deposited on suitable substrates and activated to ultimately form the desired nanostructures. One of the most applied reactions to covalently interlink molecular precursors is dehalogenative aryl-aryl coupling. Despite the versatility of this approach, many unsuccessful attempts are also known, most of them associated to the poor capability of the activated precursors to couple to each other. Such failure is often related to the steric hindrance between reactants, which…

Steric effectsArylIntermolecular force02 engineering and technologyConjugated system010402 general chemistry021001 nanoscience & nanotechnology01 natural sciencesCombinatorial chemistryAtomic and Molecular Physics and Optics0104 chemical sciencesNanomaterialschemistry.chemical_compoundAdsorptionchemistryCovalent bond540 ChemistryCopolymer570 Life sciences; biologyPhysical and Theoretical Chemistry0210 nano-technologyChemPhysChem
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Solid State Luminescence Enhancement in π-Conjugated Materials: Unraveling the Mechanism beyond the Framework of AIE/AIEE

2017

Solid state luminescence enhancement (SLE) of conjugated organic materials has had a great impact in materials science, but a deep understanding has been rather limited to date. Here, we investigate a prototype example of SLE materials, cyano-substituted distyrylbenzene (DCS), by varying systematically and subtly the substitution pattern (inter alia of the position of the cyano-substituent) to give largely different photoresponse in fluid and solid solution as well in the crystalline state. The combination of quantitative (ultra)fast optical spectroscopic techniques, appropriate quantum-chemical methods, and structural (X-ray) data allows us to elucidate and rationalize all details of the S…

Steric effectsChemistryIntermolecular forceSolid-stateNanotechnology02 engineering and technologyConjugated system010402 general chemistry021001 nanoscience & nanotechnology01 natural sciences0104 chemical sciencesSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsGeneral EnergyChemical physicsMechanism (philosophy)Radiative transferPhysical and Theoretical Chemistry0210 nano-technologyLuminescenceSolid solutionThe Journal of Physical Chemistry C
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Highly Conjugatedp-Quinonoidπ-Extended Tetrathiafulvalene Derivatives: A Class of Highly Distorted Electron Donors

2004

A new class of pi-extended TTF-type electron donors (11 a-c) has been synthesized by Wittig-Horner olefination of bianthrone (9) with 1,3-dithiole phosphonate esters (10 a-c). In cyclic voltammetry experiments, donors 11 a-c reveal a single, electrochemically irreversible oxidation-yielding the corresponding dicationic products-at relatively low oxidation potentials (approximately 0.7-0.8 V). Theoretical calculations, performed at the DFT level (B3 P86/6-31 G*), predict a highly-folded C(2h) structure for 11 a. In the ground state, the molecule adopts a double saddle-like conformation to compensate the steric hindrance. The calculations suggest that the intramolecular charge transfer associ…

Steric effectsChemistryOrganic ChemistryGeneral ChemistryConjugated systemPhotochemistryCatalysisDicationchemistry.chemical_compoundRadical ionIntramolecular forceMoleculeHOMO/LUMOTetrathiafulvaleneChemistry - A European Journal
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ChemInform Abstract: nBuLi-Mediated Hydrophosphination: A Simple Route to Valuable Organophosphorus Compounds.

2010

A straightforward synthesis of homoallyl- and allylphosphanes has been developed using nBuLi-mediated hydrophosphination of conjugated dienes. In all the cases the phosphorus atom of the reacting phosphane attacked the sterically less demanding side of the diene exclusively. In addition, high regioselectivities towards 1,2- or 1,4-addition products were observed depending on the nature of the dienes. This hydrophosphination reaction was extended to a variety of substrates such as styrene derivatives, alkynes and 1,3,5-cycloheptatriene. The structures of three hydrophosphination products were confirmed by X-ray diffraction studies.

Steric effectschemistry.chemical_compoundDienechemistryPhosphorus atomHydrophosphinationGeneral MedicineConjugated systemCombinatorial chemistryStyreneChemInform
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nBuLi-Mediated hydrophosphination: a simple route to valuable organophosphorus compounds

2010

A straightforward synthesis of homoallyl- and allylphosphanes has been developed using nBuLi-mediated hydrophosphination of conjugated dienes. In all the cases the phosphorus atom of the reacting phosphane attacked the sterically less demanding side of the diene exclusively. In addition, high regioselectivities towards 1,2- or 1,4-addition products were observed depending on the nature of the dienes. This hydrophosphination reaction was extended to a variety of substrates such as styrene derivatives, alkynes and 1,3,5-cycloheptatriene. The structures of three hydrophosphination products were confirmed by X-ray diffraction studies.

Steric effectsligand designDieneAlkyneConjugated system010402 general chemistryalkynes01 natural sciencesChemical synthesisStyrenechemistry.chemical_compound[ CHIM.ORGA ] Chemical Sciences/Organic chemistryhydrophosphinationOrganic chemistryPhysical and Theoretical ChemistryphosphorusComputingMilieux_MISCELLANEOUSchemistry.chemical_classificationalkenes010405 organic chemistryAlkene[CHIM.ORGA]Chemical Sciences/Organic chemistryOrganic ChemistryRegioselectivity0104 chemical scienceschemistry
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