Premium
Preparation and NMR determination of structures of tri‐, tetra‐ and pentacyclic isoindolone derivatives
Author(s) -
Sohár Pal,
FrimpongManso Samuel,
Stájer Géza,
Bernáth Gábor
Publication year - 1994
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260321202
Subject(s) - chemistry , norbornane , ethylenediamine , tetra , dept , thiophenol , heptane , nuclear magnetic resonance spectroscopy , stereochemistry , proton nmr , nmr spectra database , carboxylic acid , medicinal chemistry , organic chemistry , spectral line , physics , astronomy
From the reactions of 3‐ endo ‐benzoyl‐6‐ exo ‐phenylbicyclo[2.2.1] heptane‐2‐ endo ‐carboxylic acid (2) and α,ω‐diamines or o ‐aminophenol/thiophenol, different tri‐, tetra‐ and pentacyclic phenyl‐substituted norbornane‐condensed heterocycles were prepared. With ethylenediamine, 2 furnished two isomeric imidazolo[2,1‐ a ]isoindolones. In the formation of one of them, an end → oexo isomerizaton was observed. The stereostructures (configurations and conformations) of the compounds were elucidated by 1 H and 13 C NMR spectroscopy, with the aid of routine spectra and also DR, DNOE, DEPT, COLOC and 2D‐HSC measurements.