Synthesis, Crystallographic and Spectral Studies of 3-(4-(Phenylamino) Phenylamino)Cyclohex-2-Enone

被引:0
|
作者
Timur, Mahir [1 ]
Kavak, Guelten [2 ]
Senoz, Hulya [1 ]
Ide, Semra [3 ]
Tunoglu, Nazan [1 ]
机构
[1] Hacettepe Univ, Fac Sci, Dept Chem, TR-06800 Beytepe, Turkey
[2] Dicle Univ, Dept Phys, Fac Sci & Art, TR-21280 Diyarbakir, Turkey
[3] Hacettepe Univ, Fac Engn, Dept Engn Phys, TR-06800 Beytepe, Turkey
关键词
Schiff base; beta-Enaminone; Cyclohexanedione; Crystal structure; Spectroscopic studies; Tautomerism; O-17; NMR-SPECTRA; ENAMINONES; HYDROLYSIS; COMPLEXES; MECHANISM; EFFICIENT; CATALYST;
D O I
10.1007/s10870-009-9664-3
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
The title compound, 3-(4-(phenylamino)phenylamino)cyclohex-2-enone, beta- enaminone of 1,3-cyclohexanedione and p-amino diphenylamine (C18H18N2O) was prepared and characterized by H-1-NMR, C-13-NMR, Elemental analysis and IR spectroscopy as well as single crystal X-ray diffraction. These results indicate the predominance of the keto-enol tautomerism. Molecular conformation around the central disubstituted benzene ring is affected by the tautomerism and two steric effects between side molecular groups and mono substituted benzene ring. Electron delocalizations due to these effects have been observed in the molecular structure, the structure being stabilized by some intermolecular hydrogen bonds.
引用
收藏
页码:376 / 380
页数:5
相关论文
共 50 条
  • [41] A facile synthesis of new 4-(phenylamino)thieno[3,2-d]pyrimidines using 3-aminothiophene-2-carboxamide
    Song, Yang-Heon
    HETEROCYCLIC COMMUNICATIONS, 2007, 13 (01) : 33 - 34
  • [42] N '-(1,3-Dithiolan-2-ylidene)-3-(phenylamino)propanehydrazide
    Tumosiene, Ingrida
    Kantminiene, Kristina
    Beresnevicius, Zigmuntas J.
    MOLBANK, 2015, (04)
  • [43] 2-PHENYLTHIO-2'-PHENYLAMINO NICOTINIC ACIDS AND 4-PHENYLTHIO-2'-PHENYLAMINO NICOTINIC ACIDS - SYNTHESIS AND ANTI-INFLAMMATORY ACTIVITY
    MARCINCALLEFEBVRE, A
    GESQUIERE, JC
    BETHEGNIES, G
    DUPUIS, B
    VINCENT, A
    LEMER, C
    ANNALES PHARMACEUTIQUES FRANCAISES, 1980, 38 (03): : 243 - 252
  • [44] (Z)-4-(4-{4-[(Z)-1-Methyl-3-oxobut-1-enylamino]-phenoxy}phenylamino)pent-3-en-2-one
    Feng, YH
    Yin, XH
    Chen, L
    Tan, MY
    Yu, KB
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2002, 58 : O1154 - O1156
  • [45] Vibrational Spectroscopic Study of (E)-3-(4-fluorophenyl)-N-[4-(phenylamino) quinazoline-7-yl] Acrylamide
    赵惠明
    张洋
    陈洁
    结构化学, 2012, 31 (08) : 1111 - 1120
  • [46] Synthesis of O,O-dialkyl 2-oxo-2-(4-(selenomorpho-linosulfonyl)phenylamino)ethylphosphonate
    Wang, Fang
    Hu, Liming
    Li, Xiaopeng
    Xu, Xuemei
    Du, Hongguang
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2008, 183 (2-3) : 610 - 616
  • [47] Synthesis, characterization, and biological activity of organotin(IV) complexes with 4-oxo-4-[3-(trifluoromethyl)phenylamino]butanoic acid
    F. Javed
    S. Ali
    S. Shahzadi
    S. K. Sharma
    K. Qanungo
    K. S. Munawar
    I. Khan
    Russian Journal of General Chemistry, 2017, 87 : 2409 - 2420
  • [48] Synthesis, Characterization, and Biological Activity of Organotin(IV) Complexes with 4-Oxo-4-[3-(trifluoromethyl) phenylamino] butanoic Acid
    Javed, F.
    Ali, S.
    Shahzadi, S.
    Sharma, S. K.
    Qanungo, K.
    Munawar, K. S.
    Khan, I.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2017, 87 (10) : 2409 - 2420
  • [49] 3-{4-[4-(3-Oxo-1,3-dihydroisobenzofuran-1-ylamino)benzyl] phenylamino} isobenzofuran-1(3H)-one dimethylformamide solvate
    Odabasoglu, Mustafa
    Buyukgungor, Orhan
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2006, 62 : O4142 - O4144