Research Article

The CON−H…+NH2 Blue-Shifting H-Bond Stabilizing Effect on Z Secondary Amides and Cyclic System Conformational Rearrangement through an Alkylamine-Chain Migration Pathway

Figure 1

1H- and 13C-NMR spectra for conformational isomers 5-6. Rearranged product 5 contains no CON−HNHCH3 links. The integration curve provides two CH2CH2CH2 protons, they occur as a quintet absorption downfield relative to unrearranged 6; also the π electrons of the C=O bond deshield the lateral zones in which the CH2NHCH3 protons are located.