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3‐(1‐Adamantyl)‐, 3‐Ferrocenyl‐, and 3‐(2‐Furanyl)‐Substituted 5‐(2‐Pyridyl)pyrazole as well as Lithium and Zinc Complexes
Author(s) -
Schowtka Björn,
Görls Helmar,
Westerhausen Matthias
Publication year - 2014
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/zaac.201300565
Subject(s) - pyrazole , chemistry , zinc , lithium (medication) , medicinal chemistry , dimethoxyethane , deprotonation , lithium hydroxide , molecule , inorganic chemistry , organic chemistry , electrolyte , medicine , ion , electrode , ion exchange , endocrinology
3‐(2‐Furanyl)‐5‐(2‐pyridyl)pyrazole ( 1 ) and 3‐(1‐adamantyl)‐5‐(2‐pyridyl)pyrazole ( 2 ) crystallize as hydrogen‐bridged tetrameric molecules, whereas 3‐ferrocenyl‐5‐(2‐pyridyl)pyrazole ( 3 ) forms hydrogen‐bridged dimers in the solid state. Deprotonation of the appropriate pyrazole with n ‐butyllithium in ethereal solvents or with diethylzinc yields the dimers of (η 1 ‐1, 2‐dimethoxyethane)lithium 3‐(2‐furanyl)‐5‐(2‐pyridyl)pyrazolate ( 4 ), (η 1 ‐1, 4‐dioxane)lithium 3‐(1‐adamantyl)‐5‐(2‐pyridyl)pyrazole ( 5 ), and ethylzinc 3‐(2‐furanyl)‐5‐(2‐pyridyl)pyrazolate ( 6 ). Exposure of a solution of 6 to ambient conditions leads to hydrolytic decomposition and the formation of bis{(ethylzinc hydroxide) zinc bis[3‐(2‐furanyl)‐5‐(2‐pyridyl)pyrazolate]} ( 7 ). This tetranuclear zinc complex contains two tetra‐ and two hexa‐coordinate metal atoms.