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Beilstein J. Org. Chem. 2019, 15, 818–829, doi:10.3762/bjoc.15.79
Graphical Abstract
Figure 1: Conformations of cis-2-halocyclohexylamines, where X = F, Cl, Br and I.
Figure 2: Variable-temperature 1H NMR spectra (500.13 MHz) for cis-2-chlorocyclohexylamine in dichloromethane-...
Figure 3: Potential energy surfaces (PESs) for cis-2-halocyclohexylamines for the C2–C1–N–H dihedral angle ro...
Figure 4: Populations of rotamers a, gX e gH in ae (top) and ea (bottom) conformers of cis-2-halocyclohexylam...
Figure 5: Nitrogen lone pair in rotamers gX (ae) and a (ea) oriented towards the halogen, making these rotame...
Figure 6: PCA for 22 variables corresponding to the hyperconjugative interactions for all rotamers in ae and ...
Figure 7: Sum of bonding (donor) and antibonding (acceptor) orbitals interactions of C1–H, C2–X and C3–Hax bo...
Figure 8: Orbitals overlap of σC1–H → σ*C2–X (left) and σC3–Hax → σ*C2–X (right) hyperconjugations in ea conf...