Synthesis, hydrogen bond interactions and crystal structure elucidation of some stable 2H-imidazolium salts
Author:
Al-Sheikh Ahmed1, Mallah Eyad1, Sweidan Kamal2, Abualassal Qais3, Abudayeh Zead3, Abu-Qatouseh Luay1, Steimann Manfred4
Affiliation:
1. Faculty of Pharmacy and Medical Sciences , University of Petra , P. O. Box 961343 , Amman 11196 , Jordan 2. Department of Chemistry , School of Science, The University of Jordan , Amman , Jordan 3. Department of Applied Pharmaceutical Sciences and Clinical Pharmacy , Faculty of Pharmacy, Isra University , Amman , Jordan 4. Institut für Anorganische Chemie der Universität Tuebingen , Auf der Morgenstelle 18 , 72076 Tuebingen , Germany
Abstract
Abstract
Reaction of 1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene (1) with phthalimide, quinazolinedione, thiophenole and 4-pyridinethiole led to the formation of the hydrogen-bonded salts, imidazolium phthalimide (2), imidazolium quinazolinedione (3), imidazolium thiophenolate (4) and imidazolium 4-pyridinethiolate (5), respectively, in good yield. In crystals of 2, the anion is linked to the imidazolium cation by a C–H···O hydrogen bond, while in 3 and 5 C–H···N hydrogen bonds are observed. In 4, the imidazolium ion is linked to the anion by C–H···S hydrogen bonds. In compounds 2, 3 and 5, the interionic hydrogen bonds are close to linearity, while the interionic hydrogen bond angle in 4 is 148.5(9)°.
Publisher
Walter de Gruyter GmbH
Subject
General Chemistry
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