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Ab initio studies on the mechanism of the cycloaddition reaction between ketene and allene
Author(s) -
Fang DeCai,
Fu XiaoYuan
Publication year - 1994
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.560500202
Subject(s) - ketene , allene , cycloaddition , chemistry , ab initio , computational chemistry , atomic orbital , reaction mechanism , transition state , methylene , concerted reaction , mechanism (biology) , medicinal chemistry , photochemistry , catalysis , organic chemistry , physics , quantum mechanics , electron
The mechanism of the cycloaddition reaction between ketene and allene to form methylene–cyclobutanones has been studied theoretically by HF /3–21 G and MP2 /3–21 G . These two reactions are believed to be unsynchronous and concerted, taking place through the twisted transition states. Four orbitals are mainly involved in each reaction, which is a “2 × [1 + 1]”‐type cycloaddition. The activated barrier for the two reactions are 27.2 and 27.1 kcal/mol, respectively, at the level of MP 2/6–31 G * based on the MP 2/3–21 G geometries, i.e., these two reactions are compatible. © 1994 John Wiley & Sons, Inc.