Research on 1-aza two-ring systems

Autor: Skvortsov, I. M., Astakhova, L. N., Kuz'min, S. N., Evtushenko, I. Ya.
Zdroj: Chemistry of Heterocyclic Compounds; March 1978, Vol. 14 Issue: 3 p293-297, 5p
Abstrakt: Reduction of 5-[2-(methoxycarbonyl)ethyl]-1,3-dihydropyrrolizines with lithium aluminum hydride gave 5-(?-hydroxypropyl)-1,2-dihydropyrrolizines (in 70–90% yields), which have intramolecular p-hydrogen bonds in dilute solutions. The parameters of the p-hydrogen bonds were determined in the IR spectra, and their enthalpies were found. The data obtained (??OH 95–99 cm-1, -?H 3.05 kJ·mole-1) show that among compounds with an aliphatic hydroxyl group and a system of p electrons, 5-(?-hydroxypropyl)-1,2-dihydropyrrolizines have some of the strongest intramolecular p-hydrogen bonds.
Databáze: Supplemental Index