Synthesis, structural characterization, theoretical studies and corrosion inhibition of a new pyrrole derivative:1-(1-benzyl-4-(4-chlorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl)ethanone

被引：11

作者：

Louroubi, Abdelhadi ^{[1
]}

Nayad, Abdallah ^{[1
]}

Hasnaoui, Ali ^{[1
]}

Hdoufane, Ismail ^{[2
]}

Idouhli, Rachid ^{[3
]}

Saadi, Mohamed ^{[4
]}

El Ammari, Lahcen ^{[4
]}

Abdessalam, Abouelfida ^{[3
]}

Berraho, Moha ^{[5
]}

El Firdoussi, Larbi ^{[1
]}

Ali, Mustapha Ait ^{[1
]}

机构：

[1] Univ Cadi Ayyad, Fac Sci Semlalia, Dept Chim, Equipe Chim Coordinat & Catalyse, BP 2390, Marrakech 40001, Morocco

[2] Univ Cadi Ayyad, Fac Sci Semlalia, Lab Chim Mol, Marrakech, Morocco

[3] Cadi Ayyad Univ, Fac Sci Semlalia, Phys Chem Mat & Environm Lab, Marrakech, Morocco

[4] Mohammed V Univ Rabat, Fac Sci, Ctr Sci Mat, Lab Chim Appl Mat, Ave Ibn Battouta,BP 1014, Rabat, Morocco

[5] Univ Cadi Ayyad, Lab Chim Subst Nat, Fac Sci Semlalia, Unite Associe CNRST URAC16, BP 2390,Bd My Abdellah, Marrakech 40000, Morocco

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2019年 / 1189卷

关键词：

Pyrrole; X-ray structure; DFT; Hirshfeld surface; Corrosion inhibition; MULTICOMPONENT REACTIONS; MILD-STEEL; DERIVATIVES;

D O I：

10.1016/j.molstruc.2019.03.095

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A new penta-substitued pyrrole derivative 1-(1-benzyl-4-(4-chlorophenyl)-2,5-dimethyl-1H-pyrrol-3yl)ethanonewas synthesized in one pot four-component coupling reaction catalyzed by natural hydroxyapatite (Ca-5(PO4)(3)OH). The structure of the title compound was studied using diverse spectroscopic techniques such as H-1 and C-13 NMR and FT-IR and confirmedby single-crystal X-ray diffraction. Computation studies using density functional theory (DFT) method at B3LYP/6-311 + G(d,p) in gas phase and polarizable continuum model have been performed to predict the spectral and geometrical data of the compound. Good correlations, higher than 99%, were found between the experimental and predicted spectroscopic data. Furthermore, the closest contacts between active atoms of the compound were obtained through Hirshfeld surface analysis along with the electrostatic potential surfaces (EPS) investigations. The electrochemical study showed a good inhibition efficiency of this compound on the steel S300 surface by blocking the active sites. (C) 2019 Elsevier B.V. All rights reserved.

引用

页码：240 / 248

页数：9

共 43 条

[1] Study of conformations and hydrogen bonds in the configurational isomers of pyrrole-2-carbaldehyde oxime by 1H, 13C and 15N NMR spectroscopy combined with MP2 and DFT calculations and NBO analysis [J].