Extension of antiaromatic norcorrole by cycloaddition

The antiaromatic ring of norcorrole, a contracted tetrapyrrolic porphyrinoid, was subjected to [2+3] dipolar cycloaddition of iminonitriles. The paratropic character of the resulting chiral chlorins was retained. The chlorins were easily dehydrogenated in the presence of air, yielding pyrazole-fused...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2018, Vol.54 (20), p.2510-2513
Main Authors: Fu, Xinliang, Meng, Yankui, Li, Xiaofang, Stępień, Marcin, Chmielewski, Piotr J
Format: Article
Language:English
Subjects:
Cycloaddition
Dehydrogenation
Pyrazole
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Summary:The antiaromatic ring of norcorrole, a contracted tetrapyrrolic porphyrinoid, was subjected to [2+3] dipolar cycloaddition of iminonitriles. The paratropic character of the resulting chiral chlorins was retained. The chlorins were easily dehydrogenated in the presence of air, yielding pyrazole-fused norcorroles with markedly enhanced paratropicity.
ISSN:1359-7345
1364-548X
DOI:10.1039/c8cc00447a