Synthesis, Structures, and Spectroscopic Properties of 3‐Aryl‐5‐(2‐pyridyl)pyrazoles and Related Pyrazoles
Identifieur interne : 000762 ( Main/Exploration ); précédent : 000761; suivant : 000763Synthesis, Structures, and Spectroscopic Properties of 3‐Aryl‐5‐(2‐pyridyl)pyrazoles and Related Pyrazoles
Auteurs : Björn Schowtka [Allemagne] ; Christoph Müller [Allemagne] ; Helmar Görls [Allemagne] ; Matthias Westerhausen [Allemagne]Source :
- Zeitschrift für anorganische und allgemeine Chemie [ 0044-2313 ] ; 2014-04.
Abstract
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–H···N 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 π stacking reducing the solubility in common organic solvents.
Url:
DOI: 10.1002/zaac.201300637
Affiliations:
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<front><div type="abstract" xml:lang="en">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–H···N 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 π stacking reducing the solubility in common organic solvents.</div>
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