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Ab initio studies on the thermolysis of azetidine
Author(s) -
Chen GuangJu,
Fu XiaoYuan,
Tang AoQing
Publication year - 1992
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.19920100301
Subject(s) - azetidine , chemistry , ab initio , computational chemistry , thermal decomposition , bond cleavage , ethylene , potential energy surface , stationary point , bond length , ab initio quantum chemistry methods , crystallography , stereochemistry , organic chemistry , molecule , catalysis , crystal structure , mathematical analysis , mathematics
The reaction mechanism of the thermolysis of azetidine to form ethylene and methylenimine has been studied by ab initio SCF MO method at STO–3G and 3–21G levels. Two possible stepwise pathways are explored. One is the breaking of C—C bond as the first step, while the other is the breaking of C—N bond. All the stationary points on the potential energy surface (PES) are fully optimized. MP2/3–21G single point calculations on all stationary points and MCSCF/STO‐3G computations for some stationary points are also carried out. The calculations indicate that azetidine decomposes via biradicaloid intermediates and the cleavage of C—N bond is preferable to that of C—C bond.