Enhancement of the efficiency of silver(I) promoted rearrangements in molten eutectics

✍ Scribed by Ernest Chamot; Ashok K. Sharma; Leo A. Paquette

• Book ID: 104245747
• Publisher: Elsevier Science
• Year: 1978
• Tongue: French
• Weight: 230 KB
• Volume: 19
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)94721-5

✦ Synopsis

The Agf ion plays a special role in organic synthesis because of its ability to catalyze 2 highly specific rearrangements of strained molecules. Invariably, these processes are secondorder reactions showing a kinetic dependence on the concentrations both of substrate and silver salt.

394

In those instances where isomerization is slow, common practice has been to employ several molar equivalents of silver salt, preferably in a polar, high boiling solvent system (e.g., water-dioxane combinations), 596 sometimes with recourse to sealed tube conditions.

Although the Ag+ can be recovered as silver chloride, such methodology is wasteful since the subsequent conversion of AgCl to usable AgNO, incurs losses, requires additional reagents, and is time consuming. In an effort to obviate the need for recycling while simultaneously