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A Theoretical Study on Chapman Rearrangement
Author(s) -
Noorizadeh Siamak,
Ozhand Ameneh
Publication year - 2010
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201090313
Subject(s) - chemistry , polarizability , computational chemistry , basis (linear algebra) , electrophile , molecule , organic chemistry , catalysis , geometry , mathematics
Some Chapman rearrangements are investigated using HF and B3LYP methods combined with two different basis sets (6‐31G** and 6‐31++G**) and both finite difference model and Janak's approximation. It is shown that although minimum polarizability (MPP) and maximum hardness (MHP) principles are always valid in these reactions, minimum electrophilicity principle (MEP) is followed just when DFT method (B3LYP) is used. The Morrel's rules are also successfully applied in predicting the validity of MEP in these rearrangements. Therefore, it seems that in the study of this kind of reaction, the results of DFT are more reliable than those of HF.