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Inne
Synthesis and switching the aromatic character of oxatriphyrins(2.1.1).
Autorzy
Rok wydania
2014
Czasopismo
Angewandte Chemie - International Edition
Numer woluminu
53
Strony
2992-2996
DOI
10.1002/anie.201310129
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
Triangularly shaped, contracted porphyrinoids belong to a group of molecules where the geometry significantly modifies the observed electronic properties. The need for a controllable, effective, and widely applicable approach to triphyrins drives extensive research towards macrocyclic materials that act as potential controlling motifs by switching their aromaticity. Two isomeric thiophene‐fused triphyrins(2.1.1) were synthesized by applying an innovative approach. Spectroscopic techniques (NMR, UV/Vis) show that both macrocycles are aromatic and quantitatively convert into anti‐aromatic structures after reduction with a zinc amalgam. The reduced forms were stabilized through boron(III) coordination, thereby allowing the observation of anti‐aromatic 16 π delocalization within a contracted porphyrin.
Adres publiczny
http://dx.doi.org/10.1002/anie.201310129
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