Stereochemical behaviour of κ-agonistic 2,4-dipyridin-2-yl-3,7-diazabicyclo[3.3.1]nonanones—influence of the substituent in position N3

N,N'-Diacyl bispidines exhibit chirality in the absence of a chiral center and axis. Conformational analysis indicates planar chirality in the molecular structure as a result of open-ended chiral planes, which has been confirmed by X-ray diffraction studies. Substantial chiral-achiral molecular switching is observed in di(haloacetyl) bispidines upon changing the solvent polarity. Tethering the chiral planes with a bispidine linker alters the planar chirality significantly and renders the resulting bis-bispidine macrocycles achiral.

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Stereochemical behaviour of κ-agonistic 2,4-dipyridin-2-yl-3,7-diazabicyclo[3.3.1]nonanones—influence of the substituent in position N3

Cited by 2 publications

References 20 publications

ChemInform Abstract: Stereochemical Behavior of ϰ‐Agonistic 2,4‐Dipyridin‐2‐yl‐3,7‐diazabicyclo[3.3.1]nonanones — Influence of the Substituent in Position N3.

ChemInform Abstract: Stereochemical Behavior of ϰ‐Agonistic 2,4‐Dipyridin‐2‐yl‐3,7‐diazabicyclo[3.3.1]nonanones — Influence of the Substituent in Position N3.

Conformational Study of N,N′-Diacyl Bispidines and Dioxo Bis-bispidines: Planar Chirality and Molecular Switching

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