التفاصيل البيبلوغرافية
| العنوان: |
Antiaromatic Sapphyrin Isomer: Transformation into Contracted Porphyrinoids with Variable Aromaticity. |
| المؤلفون: |
Li, Qizhao, Ishida, Masatoshi, Wang, Yunyun, Li, Chengjie, Baryshnikov, Glib, Zhu, Bin, Sha, Feng, Wu, Xinyan, Ågren, Hans, Furuta, Hiroyuki, Xie, Yongshu |
| المصدر: |
Angewandte Chemie; 1/2/2023, Vol. 135 Issue 1, p1-6, 6p |
| مصطلحات موضوعية: |
ISOMERS, AROMATICITY, RING formation (Chemistry), ANTIAROMATICITY, ELECTRONIC structure, PYRROLES, PORPHYRINS, ERGOT alkaloids |
| مستخلص: |
Sapphyrin is a pentapyrrolic expanded porphyrin with a 22π aromatic character. Herein, we report the synthesis of a 20π antiaromatic sapphyrin isomer 1 by oxidative cyclization of a pentapyrrane precursor P5 with a terminal β‐linked pyrrole. The resulting isomer 1, containing a mis‐linked bipyrrole unit in the skeleton, exhibits a reactivity for further oxidation due to the distinct antiaromatic electronic structure, affording a fused macrocycle 2, possessing a spiro‐carbon‐containing [5.6.5.6]‐tetracyclic structure. Subsequent treatment with an acid afforded a weakly aromatic pyrrolone‐appended N‐confused corrole 3, and thermal fusion gave a [5.6.5.7]‐tetracyclic‐ring‐embedded 14π aromatic triphyrin(2.1.1) analog 4. The cyclization at the mis‐linked pyrrole moiety of P5 played a crucial role in synthesizing the antiaromatic porphyrinoid susceptible to facile transformation to novel porphyrinoids with variable aromaticity. [ABSTRACT FROM AUTHOR] |
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| قاعدة البيانات: |
Complementary Index |
