Synthesis and switching the aromatic character of oxatriphyrins(2.1.1).
Angew Chem Int Ed Engl
; 53(11): 2992-6, 2014 Mar 10.
Article
en En
| MEDLINE
| ID: mdl-24604815
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.
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1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Porfirinas
Idioma:
En
Revista:
Angew Chem Int Ed Engl
Año:
2014
Tipo del documento:
Article
Pais de publicación:
Alemania