Periphery-Fused Chiral A2B-Type Subporphyrin
Abstract
:1. Introduction
2. Results and Discussion
3. Materials and Methods
3.1. General Procedure
3.2. Theoretical Calculation Details
3.3. Synthetic Procedures
3.3.1. (5-(2-Hydroxyphenyl)-10,15-diphenylsubporphyrinato)boron(III) 2
3.3.2. (2,3,7,8,12,13-Hexabromo-5-(3,5-dibromo-2-hydroxyphenyl)-10,15-diphenylsubporphyrinato)boron(III) 3
3.3.3. Axially-Hydroxy-Substituted Pyran-Fused Perbromo-Subporphyrin 4
3.3.4. Axially-Hydroxy-Substituted Pyran-Fused Subporphyrin 5
3.3.5. Axially-Phenyl-Substituted Pyran-Fused Subporphyrin 6
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Conflicts of Interest
Sample Availability
References
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Compd. | No. | λa | fb | Major Contributions c |
---|---|---|---|---|
4’ | 1 | 478 | 0.14 | H–1→L+1 (19%), H→L (77%) |
2 | 463 | 0.02 | H–1→L (38%), H→L+1 (59%) | |
4 | 389 | 0.13 | H–3→L (34%), H–2→L (11%), H–2→L+1 (19%), H–1→L (20%) | |
8 | 361 | 0.53 | H–3→L+1 (25%), H–1→L+1 (36%), H→L (12%) | |
6’ | 1 | 477 | 0.16 | H–1→L+1 (18%), H→L (80%) |
2 | 461 | 0.09 | H–1→L (28%), H→L+1 (70%) | |
3 | 365 | 0.61 | H–2→L+1 (12%), H–1→L (52%), H→L+1 (22%) | |
4 | 361 | 0.43 | H–2→L (14%), H–1→L+1 (56%), H→L (12%) |
Compd. | No. | λa | μb | mc | Re | |
---|---|---|---|---|---|---|
(nm) | (°) | |||||
4’P | 1 | 478 | 3.77 | 3.82 | 90 | 0.92 |
2 | 463 | 1.27 | 1.03 | 90 | –0.09 | |
3 | 401 | 1.97 | 1.07 | 122 | –11.0 | |
4 | 389 | 3.29 | 6.00 | 88 | 6.70 | |
8 | 361 | 6.39 | 4.10 | 77 | 59.4 | |
6’P | 1 | 477 | 4.08 | 3.95 | 87 | 7.95 |
2 | 461 | 2.94 | 1.23 | 81 | 5.39 | |
3 | 365 | 6.87 | 1.78 | 78 | 26.4 | |
4 | 361 | 5.73 | 2.72 | 95 | –13.2 | |
6’P-90 | 1 | 453 | 3.02 | 4.40 | 81 | 19.8 |
2 | 442 | 1.93 | 1.27 | 90 | –0.10 | |
3 | 355 | 6.11 | 1.75 | 88 | 3.55 | |
4 | 352 | 5.44 | 3.71 | 85 | 18.8 |
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Hirokawa, S.; Kobayashi, N.; Shimizu, S. Periphery-Fused Chiral A2B-Type Subporphyrin. Molecules 2021, 26, 1140. https://doi.org/10.3390/molecules26041140
Hirokawa S, Kobayashi N, Shimizu S. Periphery-Fused Chiral A2B-Type Subporphyrin. Molecules. 2021; 26(4):1140. https://doi.org/10.3390/molecules26041140
Chicago/Turabian StyleHirokawa, Shoma, Nagao Kobayashi, and Soji Shimizu. 2021. "Periphery-Fused Chiral A2B-Type Subporphyrin" Molecules 26, no. 4: 1140. https://doi.org/10.3390/molecules26041140