Quantum-chemical investigation of the mechanism of trans-cis photoisomerization of 4-[2-(2-chlorophenyl)vinyl]-6,6-dimethyl-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrile

被引：0
|
作者：
D. Jansone
M. Fleisher
J. Popelis
G. Andreeva
L. Baumane
E. Abele
机构：
[1] Latvian Institute of Organic Synthesis,
来源：
Chemistry of Heterocyclic Compounds | 2012年 / 47卷
关键词：
4-[2-(2-chlorophenyl)vinyl]-6,6-dimethyl-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrile; photoisomerization; semiempirical method AM1; INDO/S; MOPAC2009;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
A quantum-chemical investigation has been carried out by the semiempirical AM1 method of the trans-cis photoisomerization mechanism of 4-[2-(2-chlorophenyl)vinyl]-6,6-dimethyl-2-oxo-1,2,5,6-tetra- hydropyridine-3-carbonitrile. It was shown that the isomerization process proceeds in the excited singlet state S1 by rotation of the 2-chlorophenyl substituent around the C(2)–C(3) bond. Electronic absorption spectra of the isomers were calculated by the INDO/S method Transitions caused by exitation of an electron from HOMO to LUMO were characterized by the greatest intensity.
引用
收藏
页码：1533 / 1538
页数：5
相关论文
共 50 条
  • [41] Synthesis, spectral characterization, DFT and photosensitivity studies of 1-{[(4-methoxy-5-oxo-5H-furo [3,2-g]chromen-6-yl)methylidene]amino}-4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (MFCMP)
    Roushdy, N.
    Farag, A. A. M.
    Ibrahim, Magdy A.
    Halim, Shimaa Abdel
    El-Gohary, Nasser M.
    OPTIK, 2019, 178 : 1163 - 1176
  • [42] Synthesis and pharmacological evaluation of substituted 5-[4-[2-(6,7-dimethyl-1,2,3,4-tetrahydro-2-oxo-4-quinoxalinyl)ethoxylphenyllmethylenelthiazolidine-2,4-dione derivatives as potent euglycemic and hypolipidemic agents
    Gupta, D
    Ghosh, NN
    Chandra, R
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (04) : 1019 - 1022
  • [43] cis-ethyl 5-amino-1-[4-(4-chlorophenyl)-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphinan-1-yl]-3-(6-chloro-3-pyridylmethylamino)-1H-pyrazole-4-carboxylate
    Luo, ZG
    Shi, DQ
    Meng, XG
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O3679 - O3681
  • [44] Chemistry of phosphorylmethyl isocyanides, 6 - Cis- and trans-2-(Isocyanomethyl)-5,5-dimethyl-2-oxo-4-phenyl-1,3,2-dioxaphosphorinane - Synthesis and structure of the first chiral isocyanomethylphosphonate synthons
    Weener, JW
    Versleijen, JPG
    Meetsma, A
    ten Hoeve, W
    van Leusen, AM
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 1998, 1998 (08) : 1511 - 1516
  • [45] Crystal structure of 4-(2-(benzo[b]thiophen-2-yl)-3,3,4,4,5,5-hexafluorocyclopent-1-en-1-yl)-1,5-dimethyl-1H-pyrrole-2-carbonitrile, C20H12F6N2S
    Li, Ying
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2020, 235 (06): : 1457 - 1459
  • [46] Synthesis, chemical reactivity and biological evaluation of the novel 2-[(1-chloro-3-oxoprop-1-en-1-yl)amino]-4-(4-methoxyphenyl)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile
    Farouk, Osama
    Ibrahim, Magdy A.
    El-Gohary, Nasser M.
    SYNTHETIC COMMUNICATIONS, 2021, 51 (19) : 2991 - 3003
  • [47] Synthesis and Crystal Structure of 4-(2- Chlorophenyl)-5-cyano-3-methyl-6-oxo-1- phenyl-4,5,6,7-tetrahydropyrazolo[3,4-b] Pyridine under Microwave Irradiation
    ZHU Song-Leia
    结构化学, 2004, (11) : 1222 - 1225
  • [48] Complexes of d metals with 4-(2-(1,5-dimethyl-3-oxo-2-phenylpyrazolidinyl)hydrazono)-3-methyl-1-phenylpyrazol-5-one. Crystal and molecular structure of C21H20N6O2
    Kovalchukova, O. V.
    Nguyen Van
    Polyakova, I. N.
    Strashnova, S. B.
    Sergienko, V. S.
    Strashnov, P. V.
    RUSSIAN JOURNAL OF INORGANIC CHEMISTRY, 2015, 60 (01) : 55 - 62
  • [49] Complexes of d metals with 4-(2-(1,5-dimethyl-3-oxo-2-phenylpyrazolidinyl)hydrazono)-3-methyl-1-phenylpyrazol-5-one. Crystal and molecular structure of C21H20N6O2
    O. V. Kovalchukova
    Nguyen Van
    I. N. Polyakova
    S. B. Strashnova
    V. S. Sergienko
    P. V. Strashnov
    Russian Journal of Inorganic Chemistry, 2015, 60 : 55 - 62
  • [50] 6,7-cis-7,8-trans-3,3-Dimethyl-7-(5,5-dimethyl-3-oxo-1-cyclohexenyl)-6,8-diphenyl-1,2,3,4,5,6,7,8-octa-hydronaphthalen-1-one
    Bates, RB
    Bhatwadekar, SV
    Crane, ZD
    Dicus, CW
    Paknikar, SK
    Selby, HD
    Sufi, BA
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2002, 58 : O18 - O19
12345