The MNDO calculations were performed on the various rotamers of N-methyl formamide, N,N-dimethyl formamide, N-methyl acetamide, and N,N-dimethylacetamide in order to investigate the contribution of the one-electron and the steric effect on their rotational barriers about the C-N bond. Results show that while the conformational stabilities of formamides depend mainly on the one-electron factor, those of acetamides depend mainly on the steric factor. According to results obtained by calculations on the rotational barriers about C-N bond, for N-monosubstituted amides the steric effect is larger in the rotational ground state than in the transition state and for N,N-disubstituted amides the steric effect is larger in the rotational transition state.
Citing 'MO Studies on the Conformational Stabilities and the Rotational Barriers about C-N Bond in Amides
'
@article{ JCGMDC_1988_v32n3_163}
,title={MO Studies on the Conformational Stabilities and the Rotational Barriers about C-N Bond in Amides}
,volume={3}
, number= {3}
, journal={Journal of the Korean Chemical Society}
, publisher={Korean Chemical Society}
, author={Wang Ki, Kim
and
Chang Kook, Sohn
and
Ikchoon, Lee}
, year={1988}
, month={Jun}
TY - JOUR
T2 - Journal of the Korean Chemical Society
AU - Wang Ki, Kim
AU - Chang Kook, Sohn
AU - Ikchoon, Lee
SN - 1017-2548
TI - MO Studies on the Conformational Stabilities and the Rotational Barriers about C-N Bond in Amides
VL - 32
PB - Korean Chemical Society
PY - 1988
ER -
Wang Ki, K.
,
Chang Kook, S.
,
&
Ikchoon, L.
( 1988).
MO Studies on the Conformational Stabilities and the Rotational Barriers about C-N Bond in Amides.
Journal of the Korean Chemical Society,
32
(3)
Korean Chemical Society.
Wang Ki, K
,
Chang Kook, S
,
&
Ikchoon, L
1988,
MO Studies on the Conformational Stabilities and the Rotational Barriers about C-N Bond in Amides,
Journal of the Korean Chemical Society,
vol. 3,
no. 3,
[1]
K Wang Ki
,
S Chang Kook
,
and
L Ikchoon
,
“MO Studies on the Conformational Stabilities and the Rotational Barriers about C-N Bond in Amides”,
Journal of the Korean Chemical Society,
vol. 3,
no. 3,
Jun
1988.
Wang Ki, Kim
and
,
Chang Kook, Sohn
and
,
Ikchoon, Lee
and
,
“MO Studies on the Conformational Stabilities and the Rotational Barriers about C-N Bond in Amides”
Journal of the Korean Chemical Society,
3.
3
1988:
Wang Ki, K
,
Chang Kook, S
,
Ikchoon, L
MO Studies on the Conformational Stabilities and the Rotational Barriers about C-N Bond in Amides.
Journal of the Korean Chemical Society
[Internet].
1988.
Jun ;
3
(3)
Wang Ki, Kim
,
Chang Kook, Sohn
,
and
Ikchoon, Lee
,
“MO Studies on the Conformational Stabilities and the Rotational Barriers about C-N Bond in Amides.”
Journal of the Korean Chemical Society
3
no.3
()
Jun,
1988):
