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103
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13344273527
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note
-
17b visible spectroscopy provides a very convenient means of assessing sapphyrin-sapphvrin aggregation: The characteristic Soret-type absorbance band of sapphyrin (free-base, mono- or diprotonated) appears at 445-450 nm when it is monomeric. at ca. 420 nm when it is dimeric. and at ca. 400 nm when it is more highly aggregated.
-
-
-
-
105
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13344254351
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4
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4
-
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106
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13344271944
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note
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The magnitude of the shifts was always greater in the case of phenylphosphonate than in the case of the dihydrogen phosphate which we interpret in terms of better binding interactions with phenylphosphonate. These we suggest could result from an extra stabilization arising from favorable π-π stacking effects present in the case of the phenylphosphonate complex and would be analogous to those seen in the solid-state structure of the 2 1 phenyl phosphate-sapphyrin complex shown in Figure 4.
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107
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0009409179
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(a) Aoyama, Y.; Nonaka, S.; Motomura, T.; Toi, H.; Ogoshi, H. Chem. Lett. 1991, 1241-1244.
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Aoyama, Y.1
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108
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0000171197
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(b) Marzilli, L. G.; Banville, D. L.; Zon, G.; Wilson, W. D. J. Am. Chem. Soc. 1986, 108, 4188-4192.
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109
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13344292651
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note
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4 that are displaced upfield by only 3.23 and 2.93 ppm. respectively, relative to those of the free-acid form.
-
-
-
-
110
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13344251532
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note
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Many other titrations were also carried out using a range of other phosphate-sapphyrin mixtures with both compounds being m sarious protonation states, e.g., free-base, mono- and diprotonated sapphyrin. free-acid, mono- and dibasic phosphate acids. See Supporting Information
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-
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111
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13344251533
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In these experiments, the sapphyrin methine protons could also be monitored. As expected, these sets of signals also moved to higher field as complexation was allowed to occur
-
In these experiments, the sapphyrin methine protons could also be monitored. As expected, these sets of signals also moved to higher field as complexation was allowed to occur.
-
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-
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112
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11644294419
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Alberts, A., Badger, G. M., Shoppee, C. W., Eds : Academic Press. Inc New York
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a determinations. A nonionic detergent was employed in this study to avoid difficulties involving the precipitation of the neutral macrocycle at high pH. Interestingly, the monocation of sapphyrin 1 is clearly stable under these conditions, a phenomenon that, to the best of our know ledge, has not been observable with octaalkyl porphyrins in the presence of nonionic detergents. See. Phillips, J. N. In Current Trends in Heterocyclic Chemistry: Alberts, A., Badger, G. M., Shoppee, C. W., Eds : Academic Press. Inc New York, 1958. pp 30-39
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(1958)
Current Trends in Heterocyclic Chemistry
, pp. 30-39
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Phillips, J.N.1
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