- Full Research Paper
- Published 15 Jan 2021
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Scheme 1: Deacetylative cyclization of 3fa.
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- Letter
- Published 14 Jan 2021
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Figure 1: Schematic representation of the modular approach towards halogen-bonded fluorescent liquid crystals....
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Figure 2: Representative POM images of NO2-C10 at 94 °C (a) and NO2-C10∙∙∙F4Az at 61.5 °C (b) upon cooling fr...
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Figure 3: Comparison of the mesomorphic properties of NO2-Cn, NO2-Cn∙∙∙F4St, and NO2-Cn∙∙∙F4Az (n = 8–11). Th...
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Figure 4: Graphical representation of the calculated interaction energies in kJ/mol of the XB-acceptor NO2-C1...
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Figure 5: Summary of the thermal behaviour of the azo complexes with decreasing fluorination degree as observ...
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Figure 6: POM images of the supramolecular assemblies NO2-C10∙∙∙F3Az (a), NO2-C10∙∙∙F2Az (b) and NO2-C10∙∙∙F2...
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Figure 7: Fluorescence studies of NO2-C9∙∙∙F4St. The photographs of the solid components as well as the forme...
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Figure 8: Photographs of the assemblies with different alkoxy chain lengths on the NO2-Cn moiety directly aft...
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Figure 9: Temperature-dependent fluorescent images of NO2-C9∙∙∙F4St showing the enhancement of emission upon ...
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- Full Research Paper
- Published 13 Jan 2021
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Scheme 1: Our previous efforts in the field of functionalization of sugar-derived lactams.
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Figure 1: Key concepts behind the goal of this work [34].
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Scheme 2: Preliminary experiment in search of a procedure for the synthesis of 2-(1H-tetrazol-5-yl)-iminosuga...
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Scheme 3: Synthesis of a new class of alkaloid scaffold using the presented methodology.
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Scheme 4: Synthesis of a new, chiral 2-(tetrazol-5-yl)-iminosugar based potential organocatalyst.
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Scheme 5: Principle behind Woerpel’s model for prediction of the direction of nucleophile addition to oxocarb...
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Scheme 6: Difference in conformational stability of glucose- and galactose-derived iminium cations and the maj...
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Figure 2: ORTEP structures of compounds 3a and 3e obtained by X-ray analysis. Hydrogen atoms and benzyl group...
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Figure 3: Proposed structures of compounds 5a and 2-epi-5a with 1H-1H couplings and NOE effects shown.
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Scheme 7: Proposed reaction mechanism for the described Ugi–azide reaction variant.
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Scheme 8: Possible pathway for spontaneous imine formation. Values reported are in kcal·mol−1.
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Scheme 9: A possible path for tetrazole formation in the described conditions. Values reported are in kcal·mol...
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- Full Research Paper
- Published 12 Jan 2021
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Figure 1: a) VII systems described by Sijbesma and Meijer, featuring two ureidopyrimidone BUs which are linke...
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Figure 2: a) GCP and ACP motif, as charged and neutral BUs and BINAM as precoordinating LU. b) Compounds 1, 2...
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Figure 3: Synthesis of compounds 1 to 4. Reagents and conditions: i) ʟ-Boc-glutamic acid benzyl ester, HCTU, ...
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Figure 4: a) 2D-screening in DMSO of the GCP derivative 1, specific viscosity vs concentration vs temperature...
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Figure 5: Comparison of the specific viscosities in dependence of the temperature of the ACP derivative (oran...
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Figure 6: DLS measurement of compound 2 in toluene at 25 °C, 60 °C and 100 °C.
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Figure 7: Specific viscosity of compounds 2, 3 and 4 in Nynas NS8 in dependency to the temperature.
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Figure 8: Specific viscosity of compound 4 in Nynas NS8 and Nexbase 3020.
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- Published 12 Jan 2021
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Scheme 1: The synthesis of the C3-symmetrical tetraethylene glycol-decorated peptide amphiphile I and the azi...
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Scheme 2: Synthesis of the sulfated peptide amphiphile II by copper-catalyzed azide–alkyne cyclization.
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Figure 1: Analysis of the self-assembly behavior of I by A: CD-spectra of 5, 10, 25 or 50 µM aqueous solution...
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Figure 2: Analysis of the supramolecular polymerization of II by A: CD-spectra of a 25 µM solution in TRIS bu...
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Figure 3: Concentration-dependent relative L-selectin binding of the supramolecular polymers I and II in HEPE...
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- Full Research Paper
- Published 11 Jan 2021
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Figure 1: Medical compounds having a difluoromethyl group.
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Scheme 1: Methods for the synthesis of ethers containing fluorine substituents.
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Scheme 2: The previous work reported by Yagupol’skii et al.
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Scheme 3: Intramolecular 1,4-addition of 2o.
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Scheme 4: Proposed reaction mechanism.
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- Letter
- Published 08 Jan 2021
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Scheme 1: Synthetic routes towards perfluoroalkyl thioethers.
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Scheme 2: Two-step synthesis of BT-SRF reagents from MBT.
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Scheme 3: Plausible mechanism for the formation of thioether 3 and thionoester 4.
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Scheme 4: Scope of the deoxygenative perfluoroalkylthiolation reaction using BT-SC2F5 and BT-SC3F7.
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- Review
- Published 07 Jan 2021
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Figure 1: The inthomycins A–C (1–3) and structurally closely related compounds.
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Figure 2: Syntheses of inthomycins A–C (1–3).
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Scheme 1: The first total synthesis of racemic inthomycin A (rac)-1 by Whiting.
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Scheme 2: Moloney’s synthesis of the phenyl analogue of inthomycin C ((rac)-3).
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Scheme 3: Moloney’s synthesis of phenyl analogues of inthomycins A (rac-1) and B (rac-2).
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Scheme 4: The first total synthesis of inthomycin B (+)-2 by R. J. K. Taylor.
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Scheme 5: R. J. K. Taylor’s total synthesis of racemic inthomycin A (rac)-1.
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Scheme 6: The first total synthesis of inthomycin C ((+)-3) by R. J. K. Taylor.
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Scheme 7: The first total synthesis of naturally occurring inthomycin C ((–)-3) by Ryu et al.
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Scheme 8: Preparation of E,E-iododiene (+)-84 and Z,E- iododiene 85a.
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Scheme 9: Hatakeyama’s total synthesis of inthomycin A (+)-1 and inthomycin B (+)-2.
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Scheme 10: Hatakeyama’s total synthesis of inthomycin C ((–)-3).
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Scheme 11: Maulide’s formal synthesis of racemic inthomycin C ((rac)-3).
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Scheme 12: Hale’s synthesis of dienylstannane (+)-69 and enyne (+)-82b intermediates.
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Scheme 13: Hale’s total synthesis of inthomycin C ((+)-3).
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Scheme 14: Hale and Hatakeyama’s resynthesis of (3R)-inthomycin C (−)-3 Mosher esters.
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Scheme 15: Reddy’s formal syntheses of inthomycin C (+)-3 and inthomycin C ((−)-3).
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Scheme 16: Synthesis of the cross-metathesis precursors (rac)-118 and 121.
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Scheme 17: Donohoe’s total synthesis of inthomycin C ((−)-3).
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Scheme 18: Synthesis of dienylboronic ester (E,E)-128.
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Scheme 19: Synthesis of the alkenyl iodides (Z)- and (E)-130.
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Scheme 20: Burton’s total synthesis of inthomycin B ((+)-2).
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Scheme 21: Burton’s total synthesis of inthomycin C ((−)-3).
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Scheme 22: Burton’s total synthesis of inthomycin A ((+)-1).
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Scheme 23: Synthesis of common intermediate (Z)-(+)-143a.
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Scheme 24: Synthesis of (Z)-and (E)-selective fragments (+)-145a–c.
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Scheme 25: Kim’s total synthesis of inthomycins A (+)-1 and B (+)-2.
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Scheme 26: Completion of total synthesis of inthomycin C ((–)-3) by Kim.
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- Letter
- Published 06 Jan 2021
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Scheme 1: Cartoon representative for rac-TBPP-based CPL-active systems fabricated through two strategies.
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Figure 1: Ground-state and excited-state chirality of R2N-TBPP and S2N-TBPP. (a) CD spectra of R2N-TBPP and S...
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Figure 2: (a) Fluorescence spectra of rac-TBPP in solution (dash line) and in the rac-TBPP/DGG co-gels. (b) C...
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Figure 3: (a) UV–vis absorption spectra of rac-TBPP and rac-TBPP/DGG co-gel (rac-TBPP/DGG = 1:80). (b) FTIR s...
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- Published 06 Jan 2021
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Figure 1: Chemical structure of compound 1 and UV–vis spectra in an aggregating aqueous medium and in the dis...
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Figure 2: Transmission electron microscopy (TEM) images (left, zoomed-out and zoomed-in; 1 × 10−4 M solutions...
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Figure 3: Cryo-TEM images of a 1 × 10−4 M solution of 1 (5% THF) and the corresponding molecular model as wel...
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Figure 4: Cryo-TEM images of 1 × 10−4 M compound 1 in THF/water solutions after one minute of aging. A) 5% TH...
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Figure 5: Transient kinetics at different laser powers probed at 755 nm (1 × 10−4 M solution at pH 10): A) 5%...
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