Institut für Organische Chemie
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- Supramolekulare Chemie (30)
- Selbstorganisation (22)
- Farbstoff (17)
- Naphthylisochinolinalkaloide (16)
- Chemische Synthese (15)
- Fluoreszenz (13)
- Merocyanine (13)
- Organische Chemie (13)
- Organische Synthese (13)
- Perylenderivate (13)
- Aggregation (10)
- Perylenbisimid (10)
- Strukturaufklärung (10)
- Elektronentransfer (9)
- Nanodiamant (9)
- perylene bisimide (9)
- self-assembly (9)
- supramolecular chemistry (9)
- Diamant (8)
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- Totalsynthese (8)
- Ancistrocladaceae (7)
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- Sekundärmetabolit (7)
- Squaraine (7)
- Asymmetrische Synthese (6)
- Chiralität <Chemie> (6)
- Click-Chemie (6)
- Exziton (6)
- Flüssigkristall (6)
- Malaria (6)
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- Oxidation (6)
- Polymere (6)
- Supramolecular Chemistry (6)
- nanodiamond (6)
- Aggregat <Chemie> (5)
- Biosynthese (5)
- Chromophor (5)
- DNS (5)
- Kombinatorische Synthese (5)
- Natural Products (5)
- Nucleinsäuren (5)
- Perylenbisdicarboximide <Perylen-3,4:9,10-bis(dicarboximide)> (5)
- Self-assembly (5)
- Synthesediamant (5)
- Zirkulardichroismus (5)
- fluorescence (5)
- total synthesis (5)
- Ancistrocladus (4)
- CD-Spektroskopie (4)
- Chirality (4)
- Guanidinderivate (4)
- Ladungstransfer (4)
- Metallosupramolekulare Chemie (4)
- NMR-Spektroskopie (4)
- Naphthylisochinolin-Alkaloide (4)
- Naturstoff (4)
- Organic Chemistry (4)
- Perylene Bisimide (4)
- Stereoselektive Synthese (4)
- Supramolekulare Struktur (4)
- Synthese (4)
- Triarylamine (4)
- Wasseroxidation (4)
- Wasserstoffbrückenbindung (4)
- catalysis (4)
- electron transfer (4)
- naphthylisoquinoline alkaloids (4)
- non-covalent interactions (4)
- structural elucidation (4)
- supramolekulare Chemie (4)
- Absolute Configuration (3)
- Aminosäuren (3)
- Amphiphile Verbindungen (3)
- Anthracenderivate (3)
- Aromatically annulated triquinacenes (3)
- Aromatisch anellierte Triquinacene (3)
- Chiralität (3)
- Circular Dichroism (3)
- Enantioselektivität (3)
- Energietransfer (3)
- Exzitonenkopplung (3)
- Fotokatalyse (3)
- HPLC (3)
- Hydrogel (3)
- J- and H-Aggregate (3)
- J- and H-Aggregates (3)
- Kohlenhydrate (3)
- Merocyanin (3)
- Naphthylisochinoline (3)
- Natural products (3)
- Oligomere (3)
- Organischer Halbleiter (3)
- Peptidsynthese (3)
- Photochemie (3)
- Polycyclische Aromaten (3)
- Quantenchemie (3)
- Rezeptor (3)
- Ruthenium Komplexe (3)
- Scheibe-Aggregat (3)
- Selbstassemblierung (3)
- Self-Assembly (3)
- Spinchemie (3)
- Stereochemie (3)
- Triphyophyllum peltatum (3)
- Triquinacenderivate (3)
- Wasser (3)
- curved hydrocarbons (3)
- energy transfer (3)
- gekrümmte Kohlenwasserstoffe (3)
- isolation (3)
- metallosupramolecular chemistry (3)
- nicht-kovalente Wechselwirkungen (3)
- organische Solarzelle (3)
- oxidation (3)
- structure elucidation (3)
- transient absorption (3)
- transient absorption spectroscopy (3)
- water oxidation (3)
- 10-bis(dicarboximide)> (2)
- 4:9 (2)
- Absolute Konfiguration (2)
- Antimalariamittel (2)
- Aptamer (2)
- Arabidopsis thaliana (2)
- Azoalkene (2)
- Benzvalen (2)
- Bioaktive Verbindungen (2)
- Bioorganik (2)
- Bioorganische Chemie (2)
- Biradikal (2)
- Bispidinderivate (2)
- C-C coupling (2)
- C-coupled naphthylisoquinoline alkaloids (2)
- Chemische Reaktion (2)
- Chlorinderivate (2)
- Circular-Dichroismus (2)
- Columnare Phase (2)
- Computational chemistry (2)
- Cyaninfarbstoff (2)
- Cycloadditionen (2)
- Cycloadditions (2)
- DBH (2)
- DNS-Schädigung (2)
- Dichtefunktionalformalismus (2)
- Dipolare Cycloaddition (2)
- Donator <Chemie> (2)
- Dyade (2)
- Dünnschichttransistor (2)
- Elektronenspinresonanzspektroskopie (2)
- Energy Transfer (2)
- Enzyminhibitor (2)
- Epoxidation (2)
- Epoxidierung (2)
- Exciton coupling (2)
- FRET (2)
- Festkörperoberfläche (2)
- Fluoreszenz-Resonanz-Energie-Transfer (2)
- Flüssigkristalle (2)
- Fotovoltaik (2)
- Fulleren (2)
- Fullerene (2)
- Galectine (2)
- Gold (2)
- Guanidiniocarbonylpyrrol (2)
- HPLC-CD-Kopplung (2)
- Helix-Coil-Transition (2)
- Helix-Knäuel-Umwandlung (2)
- Infektionskrankheiten (2)
- Isolation (2)
- Isolierung (2)
- Kohlenwasserstoffe (2)
- Käfigverbindungen (2)
- Leishmaniose (2)
- Liquid Crystal (2)
- Liquid Crystals (2)
- Magnetfeldeffekt (2)
- Makrocyclische Verbindungen (2)
- Makrozyklus (2)
- Merocyanine dyes (2)
- Mesogen (2)
- Methyltransferase (2)
- Molecular Recognition (2)
- N (2)
- Nanosegregation (2)
- Naphthochinone (2)
- Naphthylisoquinoline alkaloids (2)
- Naturstoffchemie (2)
- Nucleoside (2)
- Oberflächenfunktionalisierung (2)
- Organic Synthesis (2)
- Organische Solarzelle (2)
- Organischer Feldeffekttransistor (2)
- Organokatalyse (2)
- PNA (2)
- Parkinson (2)
- Parkinson-Krankheit (2)
- Peptide (2)
- Perylen (2)
- Perylenbisdicarboximide (2)
- Perylenbisdicarboximide <Perylen-3 (2)
- Perylenbisimide (2)
- Perylene bisimide (2)
- Photolyse (2)
- Photolysis (2)
- Photophysik (2)
- Photosensibilisator (2)
- Polarität (2)
- Polycyclic aromatic hydrocarbons (2)
- Polyketide (2)
- Porphyrin (2)
- Porphyrine (2)
- Pyrene (2)
- QSAR (2)
- RNA (2)
- RNS (2)
- Radikal <Chemie> (2)
- Raumfüllung (2)
- Ringöffnungspolymerisation (2)
- Ruthenium complexes (2)
- Rutheniumkomplexe (2)
- SARS-CoV-2 (2)
- Selbstassoziation (2)
- Singlet Oxygen (2)
- Singulettsauerstoff (2)
- Sphingolipide (2)
- Sternmesogene (2)
- Structural elucidation (2)
- Struktur-Aktivitäts-Beziehungsstudien (2)
- Thermotroper Flüssigkristall (2)
- Total synthesis (2)
- Transiente Absorption (2)
- Triarylamin (2)
- Triphyophyllum (2)
- Vanadium (2)
- Viskosität (2)
- Wirkmechanismus (2)
- Wirt-Gast-Beziehung (2)
- Zeitabhängige Dichtefunktionaltheorie (2)
- Zellkultur (2)
- aggregation (2)
- axial chirality (2)
- biosynthesis (2)
- bulk polarity (2)
- charge separation (2)
- charge transfer (2)
- combinatorial chemistry (2)
- cooperativity (2)
- cyclophane (2)
- dimer (2)
- dye (2)
- dyes (2)
- epoxidation (2)
- functionalization (2)
- guanidiniocarbonyl pyrrole (2)
- infectious diseases (2)
- intervalence charge transfer (2)
- macrocycle (2)
- malaria (2)
- mode of action (2)
- molecular recognition (2)
- naphthalene diimide (2)
- organic chemistry (2)
- organic photovoltaics (2)
- organic semiconductor (2)
- organic solar cell (2)
- organic solar cells (2)
- organic synthesis (2)
- peptides (2)
- polymer-peptide-conjugate (2)
- redox cascade (2)
- rotational unsymmetric substituents (2)
- rotationsunsymmetrische Substituenten (2)
- ruthenium complexes (2)
- spin chemistry (2)
- stereoselektive Synthese (2)
- structure-activity-relationship studies (2)
- supercritical solvents (2)
- superkritische Lösungsmittel (2)
- supramolecular (2)
- supramolekular (2)
- thin film transistor (2)
- thiol-ene (2)
- triarylamine (2)
- triquinacene derivatives (2)
- vanadium (2)
- viscisity (2)
- "steepest descent-modest ascent" (1)
- "steilsten Abstieg - schwächste Aufstieg" (1)
- 'Lacton-Konzept' (1)
- 'lactone concept' (1)
- (bi)pyridine-based ligand (1)
- 1 (1)
- 2"-> (1)
- 2':6' (1)
- 3-Cyclopenrtandiyl Radikalkationen (1)
- 3-Cyclopentanediyl Radical Cations (1)
- 5'-O-Methyldioncophylline D (1)
- 9-Oxabispidin (1)
- 9-Oxabispidine (1)
- 9-oxabispidine (1)
- 9-oxabispidines (1)
- A-D-A dyes (1)
- A. abbreviatus (1)
- A. likoko (1)
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- Acenes (1)
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- Allylalkohol (1)
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- Allylic Amination (1)
- Allylische Aminierung (1)
- Aloe <Gattung> (1)
- Aloe saponaria (1)
- Amino Acid Extraction (1)
- Amino Acid Transport (1)
- Amino Acids (1)
- Aminosäurentransport (1)
- Ancistrocladinium A (1)
- Ancistrocladus benomensis (1)
- Ancistrocladus cochinchinenesis (1)
- Ancistrocladus cochinchinensis (1)
- Ancistrocladus griffithii (1)
- Ancistrocladus tanzaniensis (1)
- Ancistrogriffin (1)
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- Ancistrogriffithin A (1)
- Ancistrogriffithine A (1)
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- Antidesma (1)
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- Antimicrobial activities (1)
- Antimicrobial proteins (1)
- Antimikrobielle Aktivitäten (1)
- Antimikrobieller Wirkstoff (1)
- Antitumor-Antibiotikum (1)
- Antitumor-antibitioc (1)
- Antitumorale Wirkstoffe (1)
- Aplysiapyranoide (1)
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- Artificial Base Pair (1)
- Asymmetric synthesis (1)
- Atropisomere (1)
- Atropisomerie (1)
- Ausrichtung (1)
- Axialchiralität (1)
- Axiale Chiralität (1)
- Azomethinylide (1)
- B3LYP Clusternäherung (1)
- Bacillus anthracis (1)
- Bacteria (1)
- Bakterien (1)
- Bakteriochlorophyll (1)
- Base pairing (1)
- Basenpaarung (1)
- Benzodiphenanthrenotriquinacen (1)
- Benzvalene (1)
- Berechnung (1)
- Biaryle (1)
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- Bicyclobutanes (1)
- Bindungslängenalternanz (1)
- Bindungslängenalternanz in Aromaten (1)
- Bingel-Hirsch-Reaktion (1)
- Bioactivity (1)
- Bioaktivität (1)
- Biogenese (1)
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- Bioorganic chemistry (1)
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- Biotinylation (1)
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- Bond length alternation in aromatics (1)
- Bor-Stickstoff-Verbindungen (1)
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- Borane (1)
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- C-verknüpfte Naphthylisochinolin-Alkaloide (1)
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Institute
- Institut für Organische Chemie (225)
- Graduate School of Life Sciences (4)
- Abteilung für Funktionswerkstoffe der Medizin und der Zahnheilkunde (2)
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- Institut für Physikalische und Theoretische Chemie (1)
- Institut für Virologie und Immunbiologie (1)
- Julius-von-Sachs-Institut für Biowissenschaften (1)
- Physikalisches Institut (1)
- Theodor-Boveri-Institut für Biowissenschaften (1)
Sonstige beteiligte Institutionen
- Center for Computational and Theoretical Biology (CCTB), Universität Würzburg (1)
- Center for Nanosystems Chemistry (1)
- Chemical Biology Laboratory, National Cancer Institue, Frederick (USA) (1)
- Hochschule Aalen (1)
- Lehrstuhl für Chemie, Brooklyn College, City University of New York, Brooklyn (1)
- Zentrale Abteilung für Mikroskopie, Universität Würzburg (1)
Helically Twisted Graphene Nanoribbons: Bottom-up Stereospecific Synthesis and Characterization
(2024)
Over the past decade, substantial progress has been made in synthesizing atomically precise carbon nanostructures, with a focus on graphene nanoribbons (NRs) through advanced synthetic techniques. Despite these advancements, precise control over the stereochemistry of twisted NRs remains challenging. This thesis introduces a strategic approach to achieve absolute control over the single-handed helical conformation in a cove-edged NR, utilizing enantiopure [n]helicenes as a molecular wrench to intricately dictate the overall conformation of the NR.
Enantiopure [7]helicenes were stitched to the terminal K-regions of a conjugated pyrene NR using a stereospecific and site-selective palladium(II)-catalyzed annulative π-extension (APEX) reaction, resulting in a helically twisted NR with an end-to-end twist of 171°, the second-largest twist reported so far in the literature for twistacenes. The helical end-to-end twist increases with each addition of benzene ring to the central acene core, suggesting that the extra strain induced by the terminal [7]helicenes maintains such a high level of twist.
The quantum chemical calculations were conducted to investigate the impact of twisting on the conformational population. At room temperature, the central backbone of the nanoribbon adopts the twisted helicity opposite to that of the attached [7]helicene, constituting around 99% of the molecular population. For instance, (P)-[7]helicenes produce a left-handed helical nanoribbon, while (M)-[7]helicenes produce a right-handed helical nanoribbon. In the presence of helicenes of opposite chirality, the nanoribbon adopts a waggling conformation. The helically twisted nanoribbons are conformationally robust, as variable temperature chiroptical measurements showed no change in CD and CPL spectra. The proposed strategy, involving the late-stage addition of [n]helicene units through the APEX reaction, appears promising for streamlining the synthesis of diverse cove edge NR variants with desired conformations.
In addition to single-handed helically twisted nanoribbons, the symmetry-based functional properties of C2 and C1 symmetric pyrene-fused single and double [n]helicene compounds were studied. Owing to its higher structural rigidity, the C1 symmetric heptagonal ring-containing molecules exhibited exceptional configurational stability along with remarkable chiroptical properties compared to their C2 symmetric as well as pristine helicene congeners.