Conformational preference in isolated neutral cytisine

被引:0
|
作者
Górnicka, E [1 ]
Makowski, M
Darowska, M
Raczynska, ED
机构
[1] Agr Univ Warsaw, Dept Chem, SGGW, PL-02528 Warsaw, Poland
[2] Agr Univ Warsaw, Interdisciplinary Dept Biotechnol, SSGW, PL-02528 Warsaw, Poland
[3] Univ Gdansk, Fac Chem, PL-80952 Gdansk, Poland
关键词
cytisine; conformational preference; semiempirical and ab initio calculations; aromatic character of pyridone moiety;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two isomers (1a and 1b) of almost equal total energies were found for isolated cytisine by the semiempirical (AM1 and PM3) as well as ab initio methods (HF/6-31G*//HF/6-31G* and MP2/6-31G*//HF/6-31G*). They differ only by orientation of the hydrogen on the piperidine nitrogen. Geometrical parameters calculated at the AM1, PM3 and 6-31G* levels are close to those reported for crystal cytisine. Aromatic character of the pyridone moiety in the calculated molecules is slightly smaller than that in the experimental crystal cytisine.
引用
收藏
页码:1483 / 1491
页数:9
相关论文
共 50 条
  • [1] A Density-Functional Study of the Conformational Preference of Acetylcholine in the Neutral Hydrolysis
    Fadilla, Rizka N.
    Rusydi, Febdian
    Aisyah, Nufida D.
    Khoirunisa, Vera
    Dipojono, Hermawan K.
    Ahmad, Faozan
    Mudasir, Mudasir
    Puspitasari, Ira
    MOLECULES, 2020, 25 (03):
  • [2] PLACE PREFERENCE CONDITIONING WITH VENTRAL TEGMENTAL INJECTIONS OF CYTISINE
    MUSEO, E
    WISE, RA
    LIFE SCIENCES, 1994, 55 (15) : 1179 - 1186
  • [3] CONFORMATIONAL PREFERENCE OF CYANO GROUP
    RICKBORN, B
    JENSEN, FR
    JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (12): : 4606 - &
  • [4] CONFORMATIONAL PREFERENCE OF THE TRIMETHYLSILYL GROUP
    KITCHING, W
    OLSZOWY, HA
    DREW, GM
    ADCOCK, W
    JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (26): : 5153 - 5156
  • [5] CONFORMATIONAL PREFERENCE OF THE TRIMETHYLSTANNYL GROUP
    MODER, TI
    HSU, CCK
    JENSEN, FR
    JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (06): : 1008 - 1010
  • [6] CONFORMATIONAL PREFERENCE OF TRIFLUOROMETHYL GROUP
    DELLA, EW
    TETRAHEDRON LETTERS, 1966, (28) : 3347 - &
  • [8] Ionization spectroscopy of conformational isomers of propanal: The origin of the conformational preference
    Choi, Sunyoung
    Kang, Tae Yeon
    Choi, Kyo-Won
    Han, Songhee
    Ahn, Doo-Sik
    Baek, Sun Jong
    Kim, Sang Kyu
    JOURNAL OF PHYSICAL CHEMISTRY A, 2008, 112 (23): : 5060 - 5063
  • [9] Origin of staggered conformational preference in methanol
    Pophristic, V
    Goodman, L
    JOURNAL OF PHYSICAL CHEMISTRY A, 2002, 106 (08): : 1642 - 1646
  • [10] AN UNEXPECTED CONFORMATIONAL PREFERENCE IN A SUGAR DERIVATIVE
    GLASS, RS
    WILLIAMS, T
    JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (21): : 3366 - &