Table 1. Twist sense control in p-imine o-phenylenes.
Compound | de a | Twist sense b |
(R)-oP6(p-tBu) | 40% | M |
(S)-oP6(p-tBu) | 40% | P |
(R)-oP6(p-iPr) | 24% | M |
(S)-oP6(p-Et) | 8% | P |
(R)-oP6(p-Cy) | 14% | M |
(S)-oP6(p-Bo) | 28% | P |
(S)-oP6(p-Ph) | 8% | n.d. |
(S)-oP6(p-Np) | 10% | n.d. |
aDetermined from 1H NMR deconvolution at 273 K (CDCl3). Only the perfectly folded state was considered.
bAssigned from CD spectroscopy (sign of Cotton effect at 260 nm).