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0346351352
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note
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‡ = -18.5 eu which is inconsistent with a monomolecular ring-flip process.
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21
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6244260514
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+ ion. Hence, neglecting other effects, C1 protonation, leading to 18, and C2 protonation have close probabilities. It is difficult to evaluate the contributions of the combined additional stabilization by the OH and destabilization by the 2-F in the C2 protonated ion, the different electron withdrawal by the β-groups in both cations and the lower steric effect to protonation at C1 than at C2, and the only conclusion is that protonation at C1 is a viable possibility, especially in view of the argument brought above against C2 protonation.
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0347612123
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Ph.D. Thesis. Bryn Mawr College
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+ ion. Hence, neglecting other effects, C1 protonation, leading to 18, and C2 protonation have close probabilities. It is difficult to evaluate the contributions of the combined additional stabilization by the OH and destabilization by the 2-F in the C2 protonated ion, the different electron withdrawal by the β-groups in both cations and the lower steric effect to protonation at C1 than at C2, and the only conclusion is that protonation at C1 is a viable possibility, especially in view of the argument brought above against C2 protonation.
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Shieh, N.1
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23
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0346981222
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+ ion. Hence, neglecting other effects, C1 protonation, leading to 18, and C2 protonation have close probabilities. It is difficult to evaluate the contributions of the combined additional stabilization by the OH and destabilization by the 2-F in the C2 protonated ion, the different electron withdrawal by the β-groups in both cations and the lower steric effect to protonation at C1 than at C2, and the only conclusion is that protonation at C1 is a viable possibility, especially in view of the argument brought above against C2 protonation.
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Rappoport, Z.1
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24
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0036605559
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+ ion. Hence, neglecting other effects, C1 protonation, leading to 18, and C2 protonation have close probabilities. It is difficult to evaluate the contributions of the combined additional stabilization by the OH and destabilization by the 2-F in the C2 protonated ion, the different electron withdrawal by the β-groups in both cations and the lower steric effect to protonation at C1 than at C2, and the only conclusion is that protonation at C1 is a viable possibility, especially in view of the argument brought above against C2 protonation.
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