Repozytorium

Oxatriphyrins(2.1.1) incorporating an ortho-phenylene motif.

Autorzy

Miłosz Pawlicki

Mateusz Garbicz

Ludmiła Szterenberg

Lechosław Latos-Grażyński

Rok wydania

2015

Czasopismo

Angewandte Chemie - International Edition

Numer woluminu

54

Strony

1906-1909

DOI

10.1002/anie.201410595

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

An understanding of fundamental aspects of archetypal organic structural motifs remains a key issue faced by the experimental and theoretical chemists. Two possible bonding modes for a disubstituted benzene ring, that is a meta and para, determines the π delocalization for oligomeric structures. When the less abundant ortho‐substituted variant is introduced into a triphyrin(2.1.1) skeleton an aromatic molecule is obtained and the carbocyclic ring participates in the conjugation of the macrocycle. The two‐electron reduction and introduction of boron(III) changes the aromatic character and results in an anti‐aromatic structure which has been confirmed by single‐crystal analysis and supported by theoretical calculations.

Słowa kluczowe

aromaticity, boron, density functional calculations, macrocycles, structure elucidation

Adres publiczny

http://dx.doi.org/10.1002/anie.201410595

Strona internetowa wydawcy

onlinelibrary.wiley.com

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