Electron transfer resulting from excitation of contact charge transfer complexes of some styrene derivatives and oxygen. The role of oxygen as an electron acceptor.
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概要
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Irradiation of contact charge transfer (CCT) bands (320–370 nm) of 4-methoxystyrene (<B>1a</B>) and 4-methylstyrene (<B>1b</B>) with molecular oxygen in acetonitrile and benzene resulted in the formation of the corresponding <I>cis</I>- and <I>trans</I>-1,2-diarylcyclobutanes (<B>2</B> and <B>3</B>) as well as benzaldehydes (<B>4</B>), oxidative cleavage products. In the case of <B>1b</B>, 7-methyl-1-(4-tolyl)-1,2,3,4-tetrahydronaphthalene (<B>5</B>) and 6-methyl-4-(4-tolyl)-1,2,3,4-tetrahydronaphthalen-1-one (<B>6</B>) were also afforded. The formation of these products is reasonably explained by electron transfer in the excited CCT pair followed by addition of the resulting <B>1</B> cation radical to ground-state <B>1</B> to form a dimer cation radical; its cyclization leads to the dimeric products and trapping of a cyclic dimer cation radical by oxygen affords ketone <B>6</B>.
- 公益社団法人 日本化学会の論文
著者
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Sakuragi Hirochika
Department Of Chemistry University Of Tsukuba
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Kojima Masanobu
Faculty Of Liberal Arts Shinshu University
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Tokumaru Katsumi
Department of Chemistry Faculty of Science The University of Tokyo
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