- Aromatic hydroxylation of anthracene derivatives by a chromium(III)-superoxo complex via proton-coupled electron transfer
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The chemistry of metal-superoxo intermediates started being unveiled in oxidation reactions by enzymes and their synthetic model compounds. However, aromatic hydroxylation reactions by the metal-superoxo species are yet to be demonstrated. In this study, we report for the first time that the hydroxylation of aromatic compounds such as anthracene and its derivatives by a mononuclear nonheme Cr(iii)-superoxo complex, [(Cl)(TMC)CrIII(O2)]+ (1), occurs in the presence of triflic acid (HOTf) via the rate-determining proton-coupled electron transfer (PCET) from anthracene to 1, followed by a fast further oxidation to give anthraquinone. The rate constants of electron transfer from anthracene derivatives to 1 in the presence of HOTf are well analyzed in light of the Marcus theory of electron transfer.
- Devi, Tarali,Lee, Yong-Min,Nam, Wonwoo,Fukuzumi, Shunichi
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supporting information
p. 8286 - 8289
(2019/07/16)
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- Phenylimino-10H-anthracen-9-ones as novel antimicrotubule agents - Synthesis, antiproliferative activity and inhibition of tubulin polymerization
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A novel series of phenylimino-10H-anthracen-9-ones and 9-(phenylhydrazone)- 9,10-anthracenediones were synthesized and evaluated for interaction with tubulin and for cytotoxicity against a panel of human tumor cell lines. The 10-(3-hydroxy-4-methoxy-pheny
- Prinz, Helge,Schmidt, Peter,Boehm, Konrad J.,Baasner, Silke,Mueller, Klaus,Gerlach, Matthias,Guenther, Eckhard G.,Unger, Eberhard
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experimental part
p. 4183 - 4191
(2011/08/09)
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- THE SYNTHESIS OF 10,10-DISUBSTITUTED ANTHRONES VIA THE REARRANGEMENTS OF 9-ANTHRYL ETHERS
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The thermal rearrangement of 9-allyoxy-10-phenylanthracene (and related ethers) to 10-allyl-10-phenylanthrone (and related anthrones) is described.Evidence supporting a radical rearrangement pathway is presented.
- Branz, Stephen E.,Carr, Jessica A.
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p. 441 - 452
(2007/10/02)
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