The chiral stabilities of “trimeric ketone peroxides”

✍ Scribed by Frank A. Anet; Issa Yavari

• Book ID: 104225742
• Publisher: Elsevier Science
• Year: 1976
• Tongue: French
• Weight: 199 KB
• Volume: 17
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)93110-1

✦ Synopsis

The 251 VHz lH NMR spectrum of the methylene protons of the all-cis isomer of trimeric __ chloroacetone peroxide shows an AB quartet which remains sharp even at 155'C, indicating that the free-energy barrier for enantiomerization is higher than 24 kcal/mol, and that trimeric ketone peroxides are potentially resolvable at room temperature.

Ketones are known to form heterocyclic nine-membered trimeric peroxides upon reaction with hydrogen peroxide in the presence of mineral acids.' Although these compounds are explosive, they