The structure of dihydropyrroloindoles: A quantum-chemical estimation of conjugation in cyclohexadiene systems

被引：0
|
作者：
A. V. Vashchenko
A. M. Vasil’tsov
E. Yu. Shmidt
A. I. Mikhaleva
B. A. Trofimov
机构：
[1] Russian Academy of Sciences,A. E. Favorskii Institute of Chemistry, Siberian Division
来源：
Journal of Structural Chemistry | 2006年 / 47卷
关键词：
6-tetrahydropyrrolo-; indole; cyclohexadiene systems; calculation; π-conjugated compound; hybridization;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
A non-empirical quantum chemical calculation of isomeric 3,6-divinyl-3,4,5,6-tetrahydropyrrolo[3,2-e] indole 1 and 1,5-divinyl-1,4,5,8-tetrahydro[3,2-f]indole 2 structures carried out by DFT (B3LYP) method with 6-311++G(d, p) and 6-311++G(3df, p) basis sets showed the energy preference of 2 over 1 (1.33 kcal/mol and 1.47 kcal/mol, respectively). The structure of the molecule of 2 is planar while the molecule of 1 is non-planar due to the presence of sp3-hybridized carbon atoms.
引用
收藏
页码：616 / 621
页数：5
相关论文
共 50 条
  • [41] Steric and electronic structure of selenoanisole: A quantum-chemical study
    Bzhezovskii, VM
    Kapustin, EG
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2003, 73 (01) : 54 - 60
  • [42] ESTIMATION OF THERMOCHEMICAL PARAMETERS OF PEROXIDE MONOMERS BY QUANTUM-CHEMICAL METHOD
    RUBLEV, BL
    VANCHINSYAN, YY
    GRINENKO, NM
    CHUIKO, GS
    UKRAINSKII KHIMICHESKII ZHURNAL, 1982, 48 (04): : 412 - 415
  • [43] STRUCTURE-ACTIVITY-RELATIONSHIPS ON QUANTUM-CHEMICAL BASIS
    SKLENAR, H
    JAGER, J
    PHARMAZIE, 1981, 36 (05): : 388 - 388
  • [44] QUANTUM-CHEMICAL ANALYSIS OF alpha-ALKYLACROLEINS STRUCTURE
    Kovalskyi, Yaroslav
    Dutka, Volodymyr
    Marshalok, Galyna
    Vytrykush, Natalya
    Yatchyshyn, Yosyp
    CHEMISTRY & CHEMICAL TECHNOLOGY, 2013, 7 (01): : 1 - 4
  • [45] QUANTUM-CHEMICAL STUDY OF STRUCTURE AND VALENT ISOMERIZATIONS OF PERYHYDROTETRASILACYCLOBUTADIENE
    GLUKHOVTSEV, MN
    SIMKIN, BY
    MINKIN, VI
    KIRIENKOVA, TV
    TEORETICHESKAYA I EKSPERIMENTALNAYA KHIMIYA, 1987, 23 (04): : 414 - 420
  • [46] QUANTUM-CHEMICAL STUDIES OF SOME VICINAL POLYCARBONYL SYSTEMS
    NEYKOV, GD
    PETKOV, J
    RECENT DEVELOPMENTS IN MOLECULAR SPECTROSCOPY, 1989, : 177 - 188
  • [47] THE QUANTUM-CHEMICAL MODELLING APPLICATION FOR INVESTIGATION OF SUMAC CHEMICAL STRUCTURE AND PROPERTIES
    Viktoriia, Plavan
    Anftoliy, Katashinsky
    Viacheslav, Barsukov
    PROCEEDINGS OF THE 3RD INTERNATIONAL CONFERENCE ON ADVANCED MATERIALS AND SYSTEMS, 2010, : 107 - 112
  • [48] Quantum-chemical models
    Karwowski, J
    PROBLEM SOLVING IN COMPUTATIONAL MOLECULAR SCIENCE: MOLECULES IN DIFFERENT ENVIRONMENTS, 1997, 500 : 37 - 84
  • [49] QUANTUM-CHEMICAL ESTIMATION OF FACTORS DETERMINING FORCE INTERACTIONS IN METHANE MONOSUBSTITUENTS
    TUPITSYN, IF
    PUZANOV, YV
    SHIBAEV, AY
    TEORETICHESKAYA I EKSPERIMENTALNAYA KHIMIYA, 1989, 25 (04): : 406 - 412
  • [50] QUANTUM-CHEMICAL ESTIMATION OF ONSAGER RADII OF MOLECULAR CATION-RADICALS
    SEMENOV, SG
    KHODYREVA, NV
    OPTIKA I SPEKTROSKOPIYA, 1993, 74 (01): : 103 - 106
12345