ISSN:
0018-019X
Schlagwort(e):
Chemistry
;
Organic Chemistry
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
1-Iodo-2-(methylthio)ethane was synthesized via a ring-opening reaction of thiirane with MeI in MeCN. The S-centered radical cation of this compound undergoes an intermolecular stabilization with the I substituent of a second unattacked substrate molecule to yield an bonded radical cation. The oxidation was initiated by solvent radical cations in irradiated 1,2-dicloroethane and hexane solutions. The 2ρ/ρ* three-electron-bonded species exhibits an optical absorption band at 410 nm, detectable by pulse radiolysis. During its decay, a new, longer-lived absorption band is formed at 380 nm which is assigned to \documentclass{article}\pagestyle{empty}\begin{document}$ {\rm I}_{\rm 2}^{+ \atop \dot{}} $\end{document}. The latter is suggested to result from anchimeric assistance in the generation of a cyclic sulfonium salt. The radical cations of 1-bromo-and 1-chloro-2-(methylthio)ethane are assumed to undergo raped cyclization to the sulfonium salt without stabilization in any intermolecular S-Br or S-Cl interaction.
Zusätzliches Material:
2 Ill.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/hlca.19870700816
