Pyridine N-oxide catalyzed thione-to-thiol rearrangement of xanthates. MO analysis of the reaction mechanism

Correlation of thione-to-thiol rearrange

Correlation of thione-to-thiol rearrangement rates of xanthates with solvent scales. Analysis of the reaction behavior by the Kamlet-Taft parameters, π∗, α and β

✍ Masashi Eto; Okiyasu Tajiri; Hidetoshi Nakagawa; Kazunobu Harano 📂 Article 📅 1998 🏛 Elsevier Science 🌐 French ⚖ 304 KB

The thione-to-thiol rearrangement rates for O-(2-alkenyl) (la-c), O-(l-cyclopmpylethyl) (ld) and O-(2-methylthioethyl) (le) S-methyl xanthates were analyzed by the Kamlet-Taft equation. The results indicate that solvent polarity and solvent hydrogen-bond donation ability (acidity) are operative in