Photooxidations in zeolites. Part 2: A new mechanistic model for reaction selectivity in singlet oxygen ene reactions in zeolitic media

Article abstract of DOI:10.1016/S0040-4039(99)00950-8

The singlet oxygen ene reaction in Methylene Blue doped NaY was examined. A new mechanism is proposed which involves complexation of the sodium cation to the pendant oxygen in the perepoxide intermediate. It is argued that this complexation leads to greater positive charge on the carbon framework and to steric interactions between the sodium and the groups on the proximal side of the perepoxide.