Aromaticity Reversal in the Lowest Excited Triplet State of Archetypical Möbius Heteroannulenic Systems

Juwon Oh, Young Mo Sung, Woojae Kim, Shigeki Mori, Atsuhiro Osuka, Dongho Kim

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

The aromaticity reversal in the lowest triplet state (T1) of a comparable set of Hîckel/Möbius aromatic metalated expanded porphyrins was explored by optical spectroscopy and quantum calculations. In the absorption spectra, the T1 states of the Möbius aromatic species showed broad, weak, and ill-defined spectral features with small extinction coefficients, which is in line with typical antiaromatic expanded porphyrins. In combination with quantum calculations, these results indicate that the Möbius aromatic nature of the S0 state is reversed to Möbius antiaromaticity in the T1 state. This is the first experimental observation of aromaticity reversal in the T1 state of Möbius aromatic molecules.
Original languageEnglish
Pages (from-to)6487-6491
Number of pages5
JournalAngewandte Chemie - International Edition
DOIs
Publication statusPublished - 2016 May 23

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