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Derivate des Imidazols, VII. 2,3-Dihydro-1,3,4,5-tetramethyl-2-methylen-1H-imidazol als Kupplungsreagens. Die Kristallstruktur von Bis(1,3,4,5-tetramethyl-2-imidazolyl)methylium-iodid

✍ Scribed by Kuhn, Norbert ;Bohnen, Hans ;Kratz, Thomas ;Henkel, Gerald

Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
253 KB
Volume
1993
Category
Article
ISSN
0947-3440

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✦ Synopsis

Imidazole Derivatives, VII. – 2,3‐Dihydro‐1,3,4,5‐tetramethyl‐2‐methylen‐1__H__‐imidazole as Coupling Reagent. The X‐ray Structure of Bis(1,3,4,5‐tetramethyl‐2‐imidazolyl)methylium Iodide

2,3‐Dihydro‐1,2,3,4‐tetramethyl‐2‐methylen‐1__H__‐imidazole (1) reacts with 1,3,4,5‐tetramethyl‐2‐(methylthio)imidazolium iodide (4) in the presence of pyridine to give bis(1,3,4,5‐tetramethyl‐2‐imidazolyl)methylium iodide (5) which is also formed by the reaction of 4 and methyl lithium in the ratio 2:3. The X‐ray structure of 5 is reported.

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Crystals of C 36 H 69 Cl 2 I 7 N 8 (7) consisting of 3 equivalents of 6, one equivalent of pentamethylimidazolium iodide and one equivalent of dichloromethane are obtained through the crystallisation of the iodine adduct of 2,3-dihydro-1,3,4,5-tetramethyl-2-methylenimidazole (C 8 H 14 I 2 N 2 , 6).