Conformational preferences for 3-piperideines: An ab initio and molecular mechanics study

被引：0
|
作者：
Belostotskii, AM [1 ]
Shokhen, M [1 ]
Gottlieb, HE [1 ]
Hassner, A [1 ]
机构：
[1] Bar Ilan Univ, Dept Chem, IL-52900 Ramat Gan, Israel
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2001年 / 7卷 / 21期
关键词：
ab initio calculations; conformation analysis; nitrogen heterocycles; NMR spectroscopy;
D O I：
10.1002/1521-3765(20011105)7:21<4715::AID-CHEM4715>3.0.CO;2-L
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Conformational preferences in alkyl- as well as Ph-substituted 3-piperideines (1,2,3,6-tetrahydropyridines) have been characterized by ab initio and molecular mechanics calculations. A set of rules and subrules for estimation of the conformational equilibrium (in terms of preferred substituent orientation) in these systems, with differently positioned ring substituent (-s), is presented. Examples of the revision of some previous stereochemical assignments demonstrate the reliability of these rules.
引用
收藏
页码：4715 / 4722
页数：8
相关论文
共 50 条
  • [31] MICROWAVE AND AB-INITIO STUDY OF THE CONFORMATIONAL PROPERTIES OF 3-FURANMETHANOL
    MARSTOKK, KM
    MOLLENDAL, H
    ACTA CHEMICA SCANDINAVICA, 1993, 47 (09): : 849 - 854
  • [32] Ab initio and molecular mechanics studies of thianthrene and similar molecules
    Mastryukov, VS
    Chen, KH
    Simonsen, SH
    Allinger, NL
    Boggs, JE
    JOURNAL OF MOLECULAR STRUCTURE, 1997, 413 : 1 - 12
  • [33] Ab initio study of the pseudorotation and conformational stability of pyrrolidine
    Carballeira, L
    Perez-Juste, I
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1998, (06): : 1339 - 1345
  • [34] An ab initio study of the conformational energy map of acetylcholine
    Segall, MD
    Payne, MC
    Boyes, RN
    MOLECULAR PHYSICS, 1998, 93 (03) : 365 - 370
  • [35] An ab initio study on the structure and conformational stability of bromocyclobutane
    Lee, MJ
    Lee, CS
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 1998, 19 (02) : 250 - 252
  • [36] Ab Initio Based conformational study of the crystalline α-chitin
    Petrov, Michal
    Lymperakis, Liverios
    Friak, Martin
    Neugebauer, Joerg
    BIOPOLYMERS, 2013, 99 (01) : 22 - 34
  • [37] An ab initio study of the conformational energy map of acetylcholine
    Mol Phys, 3 (365):
  • [38] MOLECULAR MECHANICS CALCULATIONS AS AN AID IN INTERPRETING THE CONFORMATIONAL PREFERENCES OF CORTICOSTEROIDS
    MARSH, FJ
    LEE, DL
    WEINER, PK
    KOLLMAN, PA
    WOLFF, ME
    PROFETA, S
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1981, 181 (MAR): : 45 - MEDI
  • [39] Evaluation of the odor activity of pyrazine derivatives using structural and electronic parameters derived from conformational study by molecular mechanics (MM3) and ab initio calculations
    Shimazaki, K
    Inoue, T
    Shikata, H
    Sakakibara, K
    JOURNAL OF MOLECULAR STRUCTURE, 2005, 749 (1-3) : 169 - 176
  • [40] Elucidation of conformational characteristics and configurational properties of poly((R)-3-hydroxybutyrate) by ab initio statistical mechanics
    Yuji Sasanuma
    Shiori Katsumata
    Polymer Journal, 2013, 45 : 727 - 737
12345