Abstract
(Figure Presented) Synthesis of 6-endo and 6-exomethylthio-2- endoarylbicyclo[2.2.1]heptanes was accomplished stereoselectively. The ionization energies, determined by photoelectron spectroscopy, and electrochemical oxidation potentials, determined by cyclic voltammetry, were lower for the 6-endomethylthio compounds than for their 6-exomethylthio analogues. Calculations supported the notion that facilitation of electron transfer in the 6-endomethylthio compounds results from through-space S⋯π interaction.
Original language | English |
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Pages (from-to) | 397-400 |
Number of pages | 4 |
Journal | Organic letters |
Volume | 11 |
Issue number | 2 |
DOIs | |
Publication status | Published - 15 Jan 2009 |