ADDITION OF SODIUM BISULFITE TO URACIL AND TO CYTOSINE

ADDITION OF SODIUM BISULFITE TO URACIL AND TO CYTOSINE
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DOI:
10.1021/ja00706a062
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发表时间:
1970-01-01
影响因子:
15
通讯作者:
KAI, K
KAI, K
中科院分区:
化学1区
文献类型:
--
作者:
HAYATSU, H;WATAYA, Y;KAI, K

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(18) 这个相对较低的障碍令人惊讶。红外 19 和 nmr20 研究表明苯甲醛的屏障为 7 kcal/mol。在两个相关的自由基,-羟基苯甲基8 和苯甲醛自由基阴离子21 中,势垒也必须非常高,因为这些自由基具有不同的邻位和间位氢。苯甲酰自由基中较低的势垒可能归因于平分形式的相对稳定性,其中与羰基的共振相互作用的损失通过不成对电子的更大离域而部分补偿。
(18) This relativelylow barrier is surprising. Infrared19 and nmr20 studies indicate a barrier for benzaldehyde of the orderof 7 kcal/mol. In two related radicals,-hydroxybenzyl8 and the benzaldehyde radical anion, 21 the barrier must also be very high sincethese radicals possess distinct ortho and meta hydrogens. The lower barrier in the benzoyl radical may be attributed to the relativestability of the bisected form where the loss of resonance interaction with the carbonyl group is partially compensated by the greater delocalization of the un-paired electron.