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A theoretical study on the protonation of cycloalkanes C n H 2 n ( n = 3 to 6)
Author(s) -
Lee Choi Chuck,
Hass Ernst C.,
Obafemi Craig A.,
Mezey Paul G.
Publication year - 1984
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.540050211
Subject(s) - protonation , conformational isomerism , chemistry , ab initio , computational chemistry , moiety , molecular orbital , gaussian orbital , bond length , crystallography , atom (system on chip) , ab initio quantum chemistry methods , stereochemistry , molecule , ion , organic chemistry , crystal structure , computer science , embedded system
Ab initio self‐consistent‐field molecular orbital calculations have been carried out for the C n H 2 n ( n = 3 to 6) cycloalkanes and various conformers of their protonated forms. The calculated protonation energies for the sequence of conformers of the protonated forms follow the experimentally observed trend. Correlations between optimum CCC bond angles at the protonation site and the calculated protonation energies have been observed, and these correlations may be of some use in estimating protonation energy‐bond angle relations in other (strained) cyclic compounds when the central carbon atom of a CCC moiety is protonated.