- PREPARATION AND ELECTRON TRANSFER-INDUCED cis-trans ISOMERIZATION REACTIONS OF 1-(5-NITRO-2-FURYL)-, 1-(5-NITRO-2-THIENYL)-, AND 1-(4-NITROPHENYL)-2-R ETHYLENES
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Mixtures of E- and Z-isomers of 1,2-bis(5-nitro-2-furyl)ethylene (I), 1-(5-nitro-2-furyl)-2-(4-nitrophenyl)ethylene (II), 1,2-bis(4-nitrophenyl)ethylene (III), 1-(5-methoxycarbonyl-2-furyl)-2-(4-nitrophenyl)ethylene (IV), 1-(5-methoxycarbonyl-2-furyl)-2-(5-nitro-2-furyl)ethylene (V) and 1-(5-methoxycarbonyl-2-furyl)-2-(5-nitro-2-thienyl)ethylene (VI) were prepared by the Wittig reaction.These derivatives were isomerized by electron transfer-induced reactions via the radical anion in the CT-complex using aniline as electron donor at 25 deg C in the light or at 80 deg C in the dark.The starting as well as the final E:Z ratio was determined by 1H NMR spectroscopy.In all cases only the cistrans isomerization was observed.
- Prousek, Josef,Hayden, Viktor
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p. 1675 - 1682
(2007/10/02)
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