Abstract
The ease with which lithium n-butoxide is formed on reaction of n-butyllithium with several peroxy metal compounds decreases in the order MoO(O2)2-HMPA, CRO(O2)2·Py > (Ph3P)3PtO2, (Ph3P)2Ir(CO)(O2)I ⪢ Na202. Isotopic labeling experiments confirm that the “peroxy” oxygen atoms are those incorporated into lithium n-butoxide from Mo18O(O2)2·HMPA. Reaction of (Ph3P2PtO2 with n-butyllithium at low temperature yields (Ph3P)2PtBu2; no lithium n-butoxide is formed. The peroxide ion is apparently displaced during this reaction by nucleophilic attack at the platinum atom by n-butyllithium. These observations provide further evidence indicating that the electrophilicity of the peroxy oxygen atoms of d8 and d10 transition metal-oxygen complexes is much lower than that of the peroxymolybdenum(VI) and -chromium(VI) reagents.
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