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Theoretical studies on electron delocalization in diaminoguanidine
Author(s) -
Bharatam Prasad V.,
Iqbal Pansy
Publication year - 2006
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.20338
Subject(s) - protonation , chemistry , delocalized electron , guanidine , intramolecular force , computational chemistry , electron delocalization , ab initio , ab initio quantum chemistry methods , crystallography , stereochemistry , molecule , organic chemistry , ion
Abstract Ab initio MO and density functional methods have been employed to understand the electronic structure and second‐order delocalizations in diaminoguanidine. The potential energy surfaces of the three different positional isomers of diaminoguanidine (DAG1, DAG2, and DAG3) have been studied in detail, which suggest greater stability for DAG1 over the other isomers. Natural Population Analysis (NPA) has been employed to understand the primary and the secondary electron delocalizations in diaminoguanidine. The absolute proton affinity of diaminoguanidine is greater than both guanidine as well as aminoguanidine due to the extra stability from the intramolecular interactions in protonated diaminoguanidine. The increase in the electron delocalization upon protonation in diaminoguanidine is similar to that of guanidine and aminoguanidine. © 2005 Wiley Periodicals, Inc. J Comput Chem 27: 334–343, 2006