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Quantum mechanical modeling of a transannular interaction in a bicyclic amidinium ion
Author(s) -
Edwards W. Daniel,
Weisman Gary R.
Publication year - 1987
Publication title -
journal of computational chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.907
H-Index - 188
eISSN - 1096-987X
pISSN - 0192-8651
DOI - 10.1002/jcc.540080207
Subject(s) - bicyclic molecule , chemistry , computational chemistry , supermolecule , counterion , ab initio , ab initio quantum chemistry methods , molecule , ion , stereochemistry , organic chemistry
A transannular donor‐acceptor interaction in a bicyclic azaamidinium salt was modeled by quantum mechanical calculations using a supermolecule complex consisting of a formamidinium cation and an ammonia molecule. Molecular properties are reported at various geometries. These results are compared with the results of similar calculations on the bicyclic cation itself. The model calculations and the bicyclic cation calculations are in good agreement, but both fail to reproduce the experimentally known structure. Results from ab initio calculations on the model system are discussed, as are results from calculations which included iodide as counterion.