The mechanism for the nucleophilic reaction between methylthiolate and 4-bromo-3-methylamino-isothiazole 1,1-dioxide has been investigated on the basis of ab initio, MP2 and DFT calculations. Comparison of the computational results with the experimental findings led to the proposal of an unusual nucleophilic addition-elimination reaction mechanism proceeding through a 1,5-sigmatropic hydrogen shift.
Computational investigation of the nucleophilic reaction between methylthiolate and 4-bromo-3-methylamino-isothiazole 1,1-dioxide / A. Contini, F. Clerici, M. Sironi, P. Trimarco. - In: JOURNAL OF MOLECULAR STRUCTURE. THEOCHEM. - ISSN 0166-1280. - 726:1-3(2005), pp. 107-113. [10.1016/j.theochem.2005.04.001]
Computational investigation of the nucleophilic reaction between methylthiolate and 4-bromo-3-methylamino-isothiazole 1,1-dioxide
A. ContiniPrimo
;F. ClericiSecondo
;M. SironiPenultimo
;P. TrimarcoUltimo
2005
Abstract
The mechanism for the nucleophilic reaction between methylthiolate and 4-bromo-3-methylamino-isothiazole 1,1-dioxide has been investigated on the basis of ab initio, MP2 and DFT calculations. Comparison of the computational results with the experimental findings led to the proposal of an unusual nucleophilic addition-elimination reaction mechanism proceeding through a 1,5-sigmatropic hydrogen shift.
Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
