Synthesis, Structures, and Spectroscopic Properties of 3-Aryl-5-(2-pyridyl) pyrazoles and Related Pyrazoles

被引:4
作者
Schowtka, Bjoern [1 ]
Mueller, Christoph [1 ]
Goerls, Helmar [1 ]
Westerhausen, Matthias [1 ]
机构
[1] Univ Jena, Inst Inorgan & Analyt Chem, D-07743 Jena, Germany
来源
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE | 2014年 / 640卷 / 05期
关键词
Pyrazole; Pyridylpyrazole; Nitrogen heterocycles; Structure elucidation; Hydrogen bonds; METAL DERIVATIVES; LIGANDS; COMPLEXES; CHEMISTRY; POLY(PYRAZOLYL)ALKANES;
D O I
10.1002/zaac.201300637
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
3-Aryl-5-(2-pyridyl)pyrazoles and related compounds are easily accessible via the reaction of the appropriate 1,3-diketone with hydrazine hydrate. The central pyrazole rings show a far-reaching equalization of the bond lengths. In the crystalline state dimeric and strand-like structures are observed due to the formation of intermolecular N-HN hydrogen bridges between the pyrazole N-H functionality and a pyrazole or pyridyl base. The structures mainly depend on the steric demand of the aryl groups. Planar 3-aryl-5-(2-pyridyl)pyrazoles also show stacking reducing the solubility in common organic solvents.
引用
收藏
页码:916 / 925
页数:10
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