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Experiments carried out using a water soluble tin hydride reagent (tris[3-(2-methoxyethoxy)propyl]stannane) complicated the product analysis, and will be reported on at a later date. For the synthesis of this water soluble tin hydride reagent see: Light, J.; Breslow, R. In Organic Syntheses; Coffen, D. L., Ed.; Wiley: New York, 1994; Vol. 72, p 199.
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See the Supporting Information
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See the Supporting Information.
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36
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2642596228
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note
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EPR spin trapping experiments using 5,5-dimethylpyrroline N-oxide were also unfruitful. Multiple trapping products were observed. Furthermore, the superoxide adduct is unstable under the photolysis conditions.
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37
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2642591129
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note
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It was independently demonstrated that the deoxyribonolactone (1) does not undergo deuterium or oxygen exchange under the reaction conditions.
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39
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2642658535
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note
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The yield of 6 was >90% of the amount of 10 consumed during photolysis. Consumption of 10 was established by reversed-phase HPLC. The yield of 6 was determined by GC/MS analysis following persilylation. Both compounds were quantitated using internal standards.
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41
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2642691833
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note
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(b) During the photolysis (2 h), ∼25% of a solution of 10 (50 μM) is converted in the RPR-100 photoreactor (equipped with one lamp). On the basis of this level of conversion, we estimate that the steady-state concentration of 4 during photolysis is at the nanomolar level. Consequently, the rate of reaction of two molecules of 4 (using the rate constant in ref 29a) is significantly slower than trapping of 4 by thiol.
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43
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