Novel series of N-acylhydrazone based on acridone: Synthesis, conformational and theoretical studies

被引：7

作者：

Aarjane, Mohammed ^{[1
]}

Slassi, Siham ^{[1
]}

Amine, Amina ^{[1
]}

机构：

[1] Univ Moulay Ismail, Fac Sci, Lab Chem Biol Appl Environm, BP 11201, Zitoune, Meknes, Morocco

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2021年 / 1225卷

关键词：

Acylhydrazone; Acridone; Conformation; DNMR spectroscopy; Theoretical study;

D O I：

10.1016/j.molstruc.2020.129079

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：

In this work, novel N-acylhydrazone derivatives from acridone have been synthesized by condensation of 9-oxoacridin-10(9H)-yl)acetohydrazide with various aldehyde and ketone. The structures of these novel compounds were elucidated by 1 H NMR, 13 C NMR, IR and mass spectroscopy. The NMR data shows two conformations (E, trans and E, cis) due to N-C(O) bond rotation, the conformations of synthesized compounds have been investigated by different NMR methods. The rotational barriers around N-C(O) bond for compound 5a was measured in DMSO using dynamic NMR spectroscopy, this result was confirmed by DFT calculations at B3LYP/6-31 G (d) level in DMSO. (C) 2020 Elsevier B.V. All rights reserved.

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页数：9

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