TY - JOUR
T1 - Semi-empirical mo study of reaction mechanism of carbinolamines formation by mindo/3 method
AU - Shokhen, M. A.
AU - Tikhomirov, D. A.
AU - Yeremeyev, A. V.
PY - 1983
Y1 - 1983
N2 - Reaction pass of noncatalytic formation of carbinolamines from amines (NH3, MeNH2, Me2NH, NH2NH2, NH2OH, NH2CHO) and formaldehyde by means of MINDO/3 semi-empirical MO method has been studied. The reaction is ascertained to proceed in two stages and at first, gives an energetically unfavourable, as compared to the starting agents, adduct {A figure is presented}, whose stability depends strongly on the effect of substitutent at the N atom. The second step is isomerization {A figure is presented} occurring by way of intramolecular proton transfer. The issue of rate-determining reaction stage is discussed.
AB - Reaction pass of noncatalytic formation of carbinolamines from amines (NH3, MeNH2, Me2NH, NH2NH2, NH2OH, NH2CHO) and formaldehyde by means of MINDO/3 semi-empirical MO method has been studied. The reaction is ascertained to proceed in two stages and at first, gives an energetically unfavourable, as compared to the starting agents, adduct {A figure is presented}, whose stability depends strongly on the effect of substitutent at the N atom. The second step is isomerization {A figure is presented} occurring by way of intramolecular proton transfer. The issue of rate-determining reaction stage is discussed.
UR - http://www.scopus.com/inward/record.url?scp=11644325170&partnerID=8YFLogxK
U2 - 10.1016/S0040-4020(01)92159-3
DO - 10.1016/S0040-4020(01)92159-3
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AN - SCOPUS:11644325170
SN - 0040-4020
VL - 39
SP - 2975
EP - 2979
JO - Tetrahedron
JF - Tetrahedron
IS - 18
ER -