4, 4-位に異なる置換基をもつα, α-ジメチルスチルベンの合成

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The trans-isomers of 4-bromo (2)-, 4-chloro-4′-nitro (3)-, 4-methyl-4′-nitro-(4)-, and 4-methoxy-4′-nitro (5)-dimethylstilbene were prepared from 4-substituted thioacetophenones and 1-(4-substituted phenyl)-diazoethanes by SchOnbergs method. Attempt of separation of cis-form of compounds (2) to (5) was unsuccessful. The spatial configurations of resulting olefins (2) to (5) were deduced from their reaction rates with perbenzoic acid in benzene solution. The ultraviolet absorption spectra of these compounds were investigated. <I>trans</I>-4-Amino-4′-nitro-α, α′-dimethyl-stilbene was obtained by partial reduction of trans-4, 4′-dinitro-α, α′-dimethylstilbene by sodium sulfide and hydrogen sulfide.
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