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Photosubstitution of 1-methoxy-4-nitronaphthalene with amine nucleophiles: dual pathways

…, SR Cater, JC Scaiano, LJ Johnston

文献索引:Bunce, Nigel J.; Cater, Stephen R.; Scaiano, J. C.; Johnston, Linda J. Journal of Organic Chemistry, 1987 , vol. 52, # 19 p. 4214 - 4223

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被引用次数: 46

摘要

The photosubstitution of 1-methoxy-4-nitronaphthalene (MNN) with amines has been investigated by a combination of continuous and time-resolved experiments. Primary amines cause replacement of the nitro group, while secondary amines displace the methoxy substituent. Both reactions involve attack of the amine upon the triplet excited state of MNN. Spectroscopic evidence for the radical anion MNN'-has been obtained; the yield of this ...