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The transient absorption spectrum recorded after oxidation of N-acetyl-2,4,6-trimethoxyphenylalanine methyl ester (5) by photosensitized electron transfer with 1,4-dicyanonaphthalene as a sensitizer and biphenyl as a codonor is similar to the spectrum shown in Figure 1 a (see the Supporting Information). Furthermore, a compound with the pivaloylated tetrahydrofuran unit directly connected to yV-acetyl-2,4.6-trimethoxyphenylalanine was synthesized (6). Laser flash photolysis of this compound again gave a spectrum that was practically identical to the one shown in Figure 1 a (see the Supporting Information).
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32
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21244483762
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note
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[2]
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33
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0001646455
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intra value is expected to drop by a factor of about 500: D. R. Casimiro, L. L. Wong, J. L. Colon, T. E. Zewert, J. H. Richard, I.-J. Chang, J. R. Winkler, H. B. Gray, J. Am. Chem. Soc. 1993, 115, 1485.
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34
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21244455897
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note
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3]acetonitrile, conformation studies of 1c were performed. The proline spacer adopts the all-trans conformation in about 80%. Subsequent molecular-modeling analysis (with the MakroModel 7.2 program) of compounds 1a-d in a fixed all-trans conformation revealed that, due to the conformational flexibility of the aromatic side chains, different distances exist between the redox centers.
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