1. Selectivity Modulation of the Ley-Griffith TPAP Oxidation with N-Oxide Salts.
- Author
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Moore, Peter W., Jiao, Yanxiao, Mirzayans, Paul M., Sheng, Lexter Ng Qi, Hooker, Jordan P., and Williams, Craig M.
- Subjects
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OXIDATION , *CHEMICAL reactions , *SALTS , *ALCOHOLS (Chemical class) , *CRYSTALLIZATION - Abstract
A wide variety of novel non-hygroscopic N-oxide tetraphenylborate salts were synthesized and evaluated as co-oxidants in the Ley-Griffith (TPAP) oxidation of benzylic and allylic alcohols under non-anhydrous conditions. The novel DABCOO ·TPB (2:1) salt was herein unearthed as a viable competitor to the first-generation NMO ·TPB (2:1) salt, but more importantly gave increased performance under oxidative competition. X-ray crystal structure analysis and NMR spectroscopy revealed that depending on the crystallization conditions 1:1, 2:1 or 3:2 N-oxide-tetraphenylborate salts could be formed. [ABSTRACT FROM AUTHOR]
- Published
- 2016
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