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Synthesis and structural analysis of a 2,5‐diazabicyclo [4.1.0]heptane
Author(s) -
Majchrzak Michal W.,
Kotelko Antoni,
Lambert Joseph B.
Publication year - 1983
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570200364
Subject(s) - chemistry , heptane , bicyclic molecule , conformational isomerism , bromide , cyclopropane , salt (chemistry) , ethylene , enantiomer , ring (chemistry) , medicinal chemistry , organic chemistry , catalysis , molecule
Synthesis of a new heterocyclic system, 2, 5‐diazabicyclo [4. 1. 0] heptane, substituted on nitrogen, has been achieved by the reaction of the disodium or dipotassium salt of cis ‐1, 2‐ (arenesulfonamido) cyclopropane with ethylene bromide. Analysis of the 1 H magnetic resonance spectrum demonstrated that this bicyclic system exists as a mixture of interconverting enantiomeric half‐chair conformers.