Journal of the Chemical Society. Perkin transactions II p. 1538 - 1543 (1981)
Update date:2022-09-26
Topics:
Karimian, Khashayar
Mohtarami, Fatemeh
Askari, Massoud
The mechanism of base-catalysed hydrogen-deuterium exchange of 2-H in the thiazolium ion has been examined by 1H n.m.r. spectroscopy, using small and sterically hindered nucleophiles.Rapid H-D exchange is observed in <(2)H6>Me2SO in the cases of 3,4,5-trimethyl- (1), 3-methyl-4,5-diphenyl- (2), 3,5-dimethyl-4-phenyl- (3), and 3,4-dimethyl-5-phenyl-thiazolium iodide (4), when small nucleophiles (KOD-D2O or KOCD3-DOCD3; 0.016M; 25 deg C) are employed.Utilization of a hindered nucleophile
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