A theoretical study of substituent effects on tautomerism of 2-hydroxybenzimidazoles

被引：0
|
作者：
Cemil Öğretir
Selma Yarlıgan
Halil Berber
Taner Arslan
Seda Topal
机构：
[1] Osmangazi University,Faculty of Science and Arts, Chemistry Department
[2] Anadolu University,Faculty of Science, Chemistry Department
来源：
Journal of Molecular Modeling | 2003年 / 9卷 / 6期
关键词：
Substituted benzimidazoles; Aqueous phase; Semi-empirical calculations; Annular tautomerism; Chain tautomerism;
D O I：
10.1007/s00894-003-0150-0
中图分类号：
学科分类号：
摘要：
The geometries, relative stabilities of some 4(7) and 5(6) substituted 2-hydroxybenzimidazole derivatives were calculated with full geometry optimization using AM1 and PM3 in aqueous phase. With the exception of molecules 4, 6 and 7 for all the 4(7) and 5(6) substituted 2-hydroxybenzimidazole derivatives the 3H and keto forms were found to be favored.
引用
收藏
页码：390 / 394
页数：4
相关论文
共 50 条
  • [21] Remote substituent effects on the oxymercuration of 2-substituted norbornenes: An experimental and theoretical study
    Mayo, P
    Orlova, G
    Goddard, JD
    Tam, W
    JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (15): : 5182 - 5191
  • [22] A theoretical study on tautomerism of 2-mercaptobenzimidazole and its analogues
    Yong-Min Guo
    Bao-Zong Li
    ACTA CHIMICA SINICA, 2007, 65 (16) : 1561 - 1567
  • [23] Substituent and solvent effects on the rotational barriers in selenoamides: A theoretical study
    Kaur, D
    Sharma, P
    Bharatam, PV
    Dogra, N
    JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 2006, 759 (1-3): : 41 - 49
  • [24] Substituent effects on the redox potentials of dihydroxybenzenes: theoretical and experimental study
    Liu, Tao
    Liu, Meng-Meng
    Zheng, Xiao-Wen
    Du, Chong-Yang
    Cui, Xiang-Yang
    Wang, Lu
    Han, Ling-Li
    Yu, Zhang-Yu
    TETRAHEDRON, 2014, 70 (47) : 9033 - 9040
  • [25] THEORETICAL-STUDY OF SUBSTITUENT EFFECTS ON CH STRETCHING FREQUENCIES
    RAGHAVACHARI, K
    JOURNAL OF CHEMICAL PHYSICS, 1984, 81 (06): : 2717 - 2722
  • [26] NMR-STUDY OF SUBSTITUENT AND SOLVENT EFFECTS ON THE RING-SCHIFF BASE TAUTOMERISM OF OXAZOLIDINES
    YANG, L
    CHEN, YZ
    GAO, K
    ACTA CHIMICA SINICA, 1990, 48 (07) : 700 - 704
  • [27] Remote substituent effects in ruthenium-catalyzed [2+2] cycloadditions: An experimental and theoretical study
    Liu, P
    Jordan, RW
    Kibbee, SP
    Goddard, JD
    Tam, W
    JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (10): : 3793 - 3803
  • [28] ON THE TAUTOMERISM OF DIHYDROPYRIMIDINES - THE INFLUENCE OF THE 2-SUBSTITUENT AND 5-SUBSTITUENT ON THE OBSERVATION OF TAUTOMERS
    CHO, H
    IWASHITA, T
    UEDA, M
    MIZUNO, A
    MIZUKAWA, K
    HAMAGUCHI, M
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (14) : 4832 - 4834
  • [29] Tautomerism in substituted pyridofuroxans: A theoretical study
    Vega-Rodriguez, Sarai
    Jimenez-Catano, Rogelio
    Leyva, Elisa
    COMPUTATIONAL AND THEORETICAL CHEMISTRY, 2016, 1090 : 105 - 111
  • [30] ASPECTS OF TAUTOMERISM .1. ENVIRONMENTAL AND SUBSTITUENT EFFECTS ON TAUTOMERISM OF O-BENZOYL BENZOIC ACIDS
    BHATT, MV
    KAMATH, KM
    JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1968, (09): : 1036 - &
12345