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The structures of 2a and 3a were established from a careful analysis of their NMR (1H, 13C, COSY, HSQC, HMBC, and NOESY, MS, and UV-vis spectra (see Supporting Information, The 1H NMR spectra of both compounds display signals corresponding to the resonances of only six β-pyrrolic protons, which is indicative of β,β-fusion. In the NOESY spectrum of compound 2a, there are NOE cross peaks between the NH and H-2′ and also between H-2a′ and H-6a′; there is no NOE cross peak between H-2′ and H-6a′. These findings allowed the establishment of the configuration of 2a as depicted in Figure 1. The 13C NMR spectrum shows that the signals of some carbons are split, which is probably due to the presence of a mixture of diastereomers C-6″ is a chirality center, The 1H NMR spectrum of 3a shows a singlet at δ 6.90 ppm corresponding to H-4′, indicating that, in this case, we are in
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1H NMR spectrum, which shows the diagnostic signals corresponding to H-6″ and H-5‴ as multiplets at δ 4.59-4.61 and δ 4.63-4.65 ppm.
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24
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34250816603
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Confirmed by mass spectrometry
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Confirmed by mass spectrometry.
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25
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34250846168
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13C, COSY, HSQC, HMBC, and NOESY) has shown that they are all aromatic pyridoporphyrin derivatives. Full spectroscopic data for all new compounds are available in the Supporting Information.
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13C, COSY, HSQC, HMBC, and NOESY) has shown that they are all aromatic pyridoporphyrin derivatives. Full spectroscopic data for all new compounds are available in the Supporting Information.
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27
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34250877190
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Batey et al, ref 11 also reported the formation of compounds with the hydroxyalkyl group in the acetal-protected form
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Batey et al. (ref 11) also reported the formation of compounds with the hydroxyalkyl group in the acetal-protected form.
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28
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34250811147
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int = 0.0422). Final R1 = 0.0671 [I > 2σ(I)] and wR2 = 0.2096 (all data). CCDC 633482. See Supporting Information for further details on the crystal solution and refinement.
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int = 0.0422). Final R1 = 0.0671 [I > 2σ(I)] and wR2 = 0.2096 (all data). CCDC 633482. See Supporting Information for further details on the crystal solution and refinement.
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30
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0000187958
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Allen, F. H.; Motherwell, W. D. S. Acta Crystallogr., Sect. B 2002, 58, 407.
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Acta Crystallogr., Sect. B
, vol.58
, pp. 407
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Allen, F.H.1
Motherwell, W.D.S.2
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