Electron transfer reactions between trivalent phosphorus compounds and activated ketones

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Abstract
The present paper presents a mechanism for the reaction between trivalent phosphorus compounds ‐ P(OR)3, R = alkyl and P {N(CH3)2}3 ‐ and molecules with activated carbonyl groups such as α‐diketones, o‐quinones and α,β‐unsaturated ketones. It appeared from ESR measurements that intermediate radicals which originate in a high concentration are converted into oxyphosphoranes. In the case of P(OR)3 an intramolecular shift could be established as a side reaction. Furthermore a number of interesting spin adducts are formed between phosphinium radicals and the scavenger 2‐methyl‐2‐nitrosopropane.