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Theoretical studies on the acylation reactions of ammonia by ketenes: Determination of reactivity by molecular orbital theory (part 54)
Author(s) -
Lee Ikchoon,
Song Chang Hyun,
Uhm Tea Seop
Publication year - 1988
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610010204
Subject(s) - chemistry , mndo , ketene , acylation , reactivity (psychology) , ammonia , computational chemistry , aniline , photochemistry , reaction mechanism , activation energy , molecular orbital , molecule , medicinal chemistry , organic chemistry , catalysis , medicine , alternative medicine , pathology
Theoretical studies on the reactions of ammonia with ketene and dimethylketene using the MNDO method are reported. The single step addition of ammonia to the olefinic bond of ketenes was found to provide a lower energy‐barrier path than the two step carbonyl addition mechanism. The barrier height was lower in the reaction of keten compared with that of dimethylketene in support of the faster rate of solution phase reactions of aniline and ketenes. The deformation energies of reactants had an overwhelming influence in determining the activation barriers in all the reactions investigated.