Tetrahedron letters

Photochemical oxidation and autoxidation of some cycloalkanes promoted by ceric ammonium nitrate in acetonitrile

E Baciocchia, T Del Giacco, GV Sebastiani

Index: Baciocchi, Enrico; Del Giacco, Tiziana; Sebastiani, Giovanni Vittorio Tetrahedron Letters, 1987 , vol. 28, # 17 p. 1941 - 1944

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Citation Number: 25

Abstract

Our recent work has shown that the photolysis of cerium(IV) ammonium nitrate (CAN) in acetonitrile leads to the formation of NO; radicals (eq. 1) which efficiently pronote side- -chain substitution reactions of alkylaromatics under very mild conditions and with good 1,2 selectivity . When the photolysis is carried out in the presence of dioxygen autoxidation of alkylaromatics can be performed using catalytic amounts of CAN3. ... Ce(IV)N03 hv ___c Ce(II1) + NO' 3 (1)