Synthesis and Structure of a New Polydentate 8-Hydroxyquinoline Ligand System with a 1,3-Tropolone Fragment at Position 2 in the Quinoline Ring

被引:8
作者
Mikhailov, I. E. [1 ,2 ]
Kolodina, A. A. [1 ]
Dushenko, G. A. [1 ,3 ]
Artyushkina, Yu. M. [2 ]
Tkachev, V. V. [2 ]
Aldoshin, S. M. [4 ]
Sayapin, Yu. A. [1 ]
Minkin, V. I. [3 ]
机构
[1] Russian Acad Sci, Southern Sci Ctr, Rostov Na Donu 344006, Russia
[2] Southern Fed Univ, Rostov Na Donu 344090, Russia
[3] Southern Fed Univ, Sci Res Inst Phys & Organ Chem, Rostov Na Donu 344090, Russia
[4] Inst Problems Chem Phys, Chernogolovka 142432, Russia
基金
俄罗斯基础研究基金会;
关键词
1,2-benzoquinone; 8-hydroxy-2-methylquinoline; 1,3-tropolone; intramolecular hydrogen bond; ring expansion reaction; 2-METHYLQUINOLINES; CONDENSATION; DERIVATIVES; COMPLEX; AMINO;
D O I
10.1007/s10593-014-1537-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An original three-step method has been developed for the synthesis of a new polydentate 8-hydroxyquinoline ligand system with a 1,3-tropolone fragment at position 2 of the quinoline ring. X-ray diffraction structural analysis, H-1 and C-13 NMR spectroscopy, and quantum-chemical calculations showed that this ligand exists in the NH-tautomeric form with the phenolic hydroxyl group in the exo position of the quinoline ring.
引用
收藏
页码:828 / 837
页数:10
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