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- W2000587957 abstract "The reaction of a series of bis-[1,4-dihydropyridinyl-(4)] derivatives P2 with some benzyl halides, trans-1,2-dibromoethane and several heteroaromatic cations Q⊕ was investigated in acetonitrile/toluene with electrochemical and kinetic methods. For substrates with a reduction potential between −0.9 and −1.5 V the reaction occurs via the ratedetermining dissociation of P2 into free radicals P. as the real reducing agents, which transform the benzyl halides into the corresponding 1,2-diarylethanes and Q⊕ into the corresponding dimeric product Q2. For the reduction of trans-1,2-dibromocyclohexane to cyclohexene a simultaneous transfer of two electrons to the substrate combined with the dissociation of P2 into two pyridinium ions P⊕ is proposed. In the case of a reduction potential more positive than −0.9 V (e.g. nitro substituted benzyl halides) P2 itself can act as the reducing agent with an increased reaction rate. With pyrylium ions Q⊕ a product P-Q was detected by voltammetry and mass spectroscopy. In this case an electrophilic attack onto P2 instead of the electron transfer from P2 to Q⊕ cannot be excluded." @default.
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- W2000587957 date "1987-01-01" @default.
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- W2000587957 title "Investigations about the Reducing Properties of Dimeric Dihydropyridines" @default.
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- W2000587957 doi "https://doi.org/10.1002/prac.19873290110" @default.
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