Anodic oxidation of some polycyclic bridgehead iodides in anhydrous acetonitrile

✍ Scribed by R.S. Abeywickrema; E.W. Della; S. Fletcher

• Publisher: Elsevier Science
• Year: 1982
• Tongue: English
• Weight: 395 KB
• Volume: 27
• Category: Article
• ISSN: 0013-4686
• DOI: 10.1016/0013-4686(82)85004-4

✦ Synopsis

AbHract-T&

anodic oxidation of some pelycyclic brid@cad iodide73 is rqxwtcd in 0.5 M solutions of lithium _?eaaolatc in anhydrous acctonitrile, wing rotating glassy-ca8rbon dii ektrodes. The ease of &araabm of an ebtron from the compounds is correlated with the sttic strain at the bridgehead positions ofthe molecules. It is found that anodic acetamidation proceeds efficiently only for compounds of low steric

INTRODUCI'ION The anodic oxidation of haloalkanes has been de-acrl&d ~lrrtny tlmui[l-IS].

However, the anodic oxi-datiQB of polycyclia bridg&& halides has not previously bum considered, except for adamantyl halides and derivative$2+$

In this note, we report theanodic oxidation of a acrica of polycyclic bridge-iodides K-1, X = I) at rotating glassy-carbon disk electrades in anhydrous acetonitrile solutions.