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Theoretical studies on the cycloaddition reaction of ethylene and formaldehyde
Author(s) -
Guangju Chen,
Decai Fang,
Xiaoyuan Fu
Publication year - 2009
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.560360852
Subject(s) - cycloaddition , oxetane , computational chemistry , chemistry , ab initio , hessian matrix , ethylene , bond cleavage , transition state , potential energy surface , triple bond , bond energy , reaction mechanism , double bond , organic chemistry , molecule , catalysis , mathematics
The potential energy surface of cycloaddition (H 2 CCH 2 + H 2 CO) has been investigated by using the ab initio SCF MO method at extended (3–21G) level. All the critical points were optimized by energy gradient technique and characterized by computing the Hessian matrices with analytic method. The results of computations indicate that: (i) Stepwise reactions involving diradicaloid intermediates and transition states are more favorable than the concerted ones. (ii) There are two compatible stepwise reaction mechanism, one is to form C—C bond firstly, while the other is to form C—O bond at first. (iii) For the reverse reaction‐thermolysis of oxetane, the cleavage of C—O bond is preferred over that of C—C bond.