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TPP is expected to only arise from reaction of a dipyrromethanedicarbinol with pyrrole under reversible conditions (by analogy to reactions of 5-phenyldipyrromethane). Geier, G. R., III; Littler, B. J.; Lindsey, J. S. J. Chem. Soc., Perkin Trans. 2 2001, 701-711.
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41
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2942523925
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note
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max of the Soret bands of porphyrin and corrole and the greater molar extinction coefficient of the porphyrin. In our reaction route, porphyrin can only arise as the result of undesired reversibility. Thus, spectral monitoring of corrole generated from reactions devoid of scrambling will not suffer from interference due to porphyrin.
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42
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0034658882
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47
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2942617329
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note
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2 and the reaction mixtures were heterogeneous as reported previously.
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48
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2942553738
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note
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p-Chloranil lacks the cyano groups that are reportedly important in the interaction between DDQ and porphyrin, 27 and are potentially important in the corresponding interaction of DDQ with corrole.
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49
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2942523926
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note
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The aq dithionite wash of crude reaction mixtures on a semipreparative scale is irksome as the mixtures are prone to formation of an emulsion and the organic/aqueous interface is challenging to locate.
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50
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0001192118
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Tardieux, C.; Gros, C. P.; Guilard, R. J. Heterocycl. Chem. 1998, 35, 965-970.
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Tardieux, C.1
Gros, C.P.2
Guilard, R.3
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51
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2942557424
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note
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The 1H NMR spectral results that we obtained differ slightly from those previously reported for 2b. 14 This likely stems from differences in resolution between the spectra.
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