In:
Canadian Journal of Chemistry, Canadian Science Publishing, Vol. 91, No. 6 ( 2013-06), p. 442-447
Abstract:
The stability of 1,3-dialkyl-2-formylimidazolium perchlorate 1 in solution was studied in detail and found to be related to its structure and the solvent character and temperature. 1 was stable in common solvents at room temperature and unstable in protic solvents under reflux. In protic solvents, such as H 2 O, MeOH, EtOH, and AcOH, 1 decarbonylated into 1,3-dialkylimidazole perchlorates 2, which was confirmed by 1 H NMR, 13 C NMR, HRMS, and X-ray spectroscopy. The decarbonylation of 1 was proposed to occur via its hemiacetal formed by the addition of solvents based on the tracking NMR spectra of 1 in deuterated reagents.
Type of Medium:
Online Resource
ISSN:
0008-4042
,
1480-3291
DOI:
10.1139/cjc-2012-0497
Language:
English
Publisher:
Canadian Science Publishing
Publication Date:
2013
detail.hit.zdb_id:
1482256-8
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