Microwave-assisted synthesis of pyrazolyl bistriazines

被引:5
作者
Moral, Monica [1 ]
Ruiz, Amparo [1 ]
Moreno, Andres [1 ]
Diaz-Ortiz, Angel [1 ]
Lopez-Solera, Isabel [1 ]
de la Hoz, Antonio [1 ]
Sanchez-Migallon, Ana [1 ]
机构
[1] Univ Castilla La Mancha, Fac Quim, E-13071 Ciudad Real, Spain
关键词
Microwaves; Bistriazines; Supramolecular; HYDROGEN-BONDS; NONCOVALENT SYNTHESIS; ANTITUMOR-ACTIVITY; TRIAZINE LIBRARY; DYNAMIC-BEHAVIOR; DERIVATIVES; DENDRIMERS; COMPLEXES; GREEN; RING;
D O I
10.1016/j.tet.2009.11.028
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of 6-chloro-N,N '-bispyrazolyl-[1,3,5]triazine-2,4-diamines with 4-aminobenzylamine under microwave irradiation produces bistriazines in excellent yields. The use of a diamine bearing amino groups with different reactivities allowed the reaction to be carried out in two steps and selectively gave monotriazines, bistriazines with identical substituents and differently substituted bistriazines. The structures of these new compounds have been studied by NMR spectroscopy, mass spectrometry and in one case by X-ray crystallogrphy. These new bistriazines have promising applications in supramolecular chemistry based on hydrogen bonds and/or complexation with metals. The presence of a rigid linker can be used for the efficient preparation of extended supramolecular polymers with interesting fluorescence properties by complexation with cyanuric and barbituric acid derivatives. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:121 / 127
页数:7
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