- Controlled photochemical release of nitric oxide from O2-naphthylmethyl- and O2-naphthylallyl-substituted diazeniumdiolates
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The photochemistry of O2-naphthylmethyl- and O2-naphthylallyl-substituted diazeniumdiolates has been investigated. Electron-donating methoxy group substitution is shown to have a significant effect on the observed photochemistry, with the appropriate substitution pattern resulting in efficient diazeniumdiolate photorelease. Observed nitric oxide release rates from these photoprecursors are consistent with those expected for normal thermal dissociation of the diazeniumdiolate in aqueous solutions and show the same pH dependence. Copyright
- Bushan, K. Mani,Xu, Hua,Ruane, Patrick H.,D'Sa, Raechelle A.,Pavlos, Christopher M.,Smith, Joseph A.,Celius, Tevye C.,Toscano, John P.
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p. 12640 - 12641
(2007/10/03)
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- 187. Acid-Catalyzed Cleavage of 1,4-Dimethyl-1,4-dihydronaphthalene 1,4-Endoperoxide. Reactivity of the Resulting Hydroxyperoxy Carbocation with Nucleophiles
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In the presence of acids, 1,4-dimethyl-1,4-dihydronaphthalene 1,4-endoperoxie readily reacts with nucleophiles to produce methyl- and ring-substituted naphthalenes in high yields.The regioselectivity observed depends on the nucleophile.The key intermediate is shown to be the corresponding hydroperoxy carbocation which could be intercepted in certain cases prior to aromatization.The hydroperoxide also undergoes Hock-type cleavage and dimerization giving 2,3-dihydro-1-benzoxepins, 4-methyl-1-naphthol, and 1,2,5,6-tetraoxocane as by-products.
- Jefford, Charles W.,Rossier, Jean-Claud,Kohmoto, Shigeo,Boukouvalas, John
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p. 1804 - 1814
(2007/10/02)
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