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Title: | Kinetic Isotope Effect in the Reaction of 4-Nitrophenylnitromethane with the Cyclic Amidine Base DBU [l,5-diazabicyclo(5,4,0)undec-5-ene] |
Authors: | Caldin, Edward F. Rogne, Otto |
Keywords: | Chemistry Kinetic isotope Journal of the Chemical Society : Faraday Transaction - I |
Issue Date: | 1978 |
Publisher: | Journal of the Chemical Society : Faraday Transaction - I. The Chemical Society, London. 1978, 74 (08) |
Abstract: | Kinetic deuterium isotope effects have been determined for the reaction of the cyclic amidine base DBU [1,5-diazabicyclo(5,4,0)undec-5-ene] with the carbon acid 4-nitrophenylnitromethane in toluene solution from –5 to +25°C. The isotopic rate ratio for the forward reaction (kHf/kDf) at 25°C is 13.3 ± 1.2; this is large enough to suggest an appreciable tunnelling correction. The activation enthalpies are strikingly low, both for proton and deuteron transfer: ΔH‡Hf= 2.0 ± 0.2 kcal mol–1(8.4 ± 0.8 kJ mol–1) and ΔH‡Df= 3.6 ± 0.3 kcal mol–1(15.1 ± 1.3 kJ mol–1). The interpretation of these results is discussed. |
URI: | http://dspace.bits-pilani.ac.in:8080/jspui/handle/123456789/18859 |
Appears in Collections: | Journal Articles (before-1995) |
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