- Synthesis and Properties of Polymer-Supported Cyanoaromatic Compounds
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The photoreaction of a styrene/4-tributylstannylmethylstyrene (4:1) copolymer with di- and tetra-cyanoaromatic compounds in benzene-acetonitrile(1:1) gave polymers having cyanoaromatic functions in the side chain.These polymers were soluble in benzene and
- Mizuno, Kazuhiko,Nakanishi, Kazuhisa,Kobata, Toshitsugu,Sawada, Yoshito,Otsuji, Yoshio
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p. 1349 - 1352
(2007/10/02)
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- Photosensitized (electron transfer) carbon-carbon bond cleavage of radical cations: the 2-phenylethyl ether and acetal systems
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The scope of the photosensitized (electron transfer) carbon-carbon bond cleavage involving radical cations has been defined for 2-phenylethyl ethers and acetals.The thresholds for reactivity of the monophenylethyl and gem-diphenylethyl derivatives are compared.While the radical cation of methyl 2,2-diphenylethyl ether (7) cleaves to give ultimately diphenylmethane (2) and dimethoxymethane (8), the radical cation of methyl 2-phenylethyl ether (9) was stable under these conditions.In contrast to the lack of reactivity of the radical cation of 9, the radical cations of methyl 2-phenyl-2-propyl ether (11), methyl 2-phenylcyclopentyl ether (13), and 2-phenylmethyl-1,3-dioxolane (16) cleave.Cleavage in the monophenylethyl series is limited to formation of a carbocation at least as stable as the secondary α-oxyalkyl or di-α-oxyalkyl.The basis for predicting this type of reactivity of radical cations is defined.The rate of carbon-carbon bond cleavage is increased the oxidation potential of the molecule, by decreasing the carbon-carbon bond strength, and (or) by decreasing the oxidation potential of that fragment that will become the carbocation.The results obtained from the reactions of 2-diphenylmethyl-1,3-dioxolane (14) and 2-phenylmethyl-1,3-dioxolane (16) cast doubt on the published oxidation potential for the 1,3-dioxolan-2-yl radical.Key words: photochemistry, radical cation, electron transfer, bond cleavage, radical.
- Arnold, Donald R.,Lamont, Laurie J.
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p. 2119 - 2127
(2007/10/02)
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- Structural Dependence on Photoaddition of Methanol to Arylalkenes. Solvent and Additive Effects on Photoinduced Electron Transfer Reaction
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The 9,10-dicyanoanthracene(DCA)-sensitized photoaddition of methanol to arylalkenes occurred both in benzene and acetonitrile to give the corresponding anti-Markownikoff type adducts.The efficiency of the photoreaction depended on the solvents and the str
- Mizuno, Kazuhiko,Nakanishi, Isao,Ichinose, Nobuyuki,Otsuji, Yoshio
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p. 1095 - 1098
(2007/10/02)
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