19 research outputs found

    ]indole derivatives

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    Structures of three tricyclic γ-lactams

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    Indole-fused tetraazacyclooctadecanes: Double-helical macrocycles

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    Transannular hydrogen bonding stabilizes a left-handed double helical conformation in the tryptophan-derived tetraazacyclooctadecane 1 both in solution and the solid state, whereas the analogous tryptamine-derived macrocycle 2 shows less tendency towards intramolecular hydrogen bonding and does not exist as a helix in the crystal. Azamacrocycles 1 and 2 are synthesized by a novel method and their secondary structure analysed by NMR spectroscopy, circular dichroism and X-ray diffraction, Molecular modelling does not account for the conformational differences between 1 and 2.</p

    Indole-fused tetraazacyclooctadecanes: Double-helical macrocycles

    No full text
    Transannular hydrogen bonding stabilizes a left-handed double helical conformation in the tryptophan-derived tetraazacyclooctadecane 1 both in solution and the solid state, whereas the analogous tryptamine-derived macrocycle 2 shows less tendency towards intramolecular hydrogen bonding and does not exist as a helix in the crystal. Azamacrocycles 1 and 2 are synthesized by a novel method and their secondary structure analysed by NMR spectroscopy, circular dichroism and X-ray diffraction, Molecular modelling does not account for the conformational differences between 1 and 2.</p
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