Complexation‐Triggered Fluctuation of π‐Conjugation on an Antiaromatic Dicyanoanthracene Dianion

Author:

Imagawa Taiki1ORCID,Okazawa Kazuki2ORCID,Yoshizawa Kazunari2ORCID,Yoshida Hiroto1ORCID,Shang Rong1ORCID,Yamamoto Yohsuke1ORCID,Nakamoto Masaaki1ORCID

Affiliation:

1. Department of Chemistry Graduate School of Advanced Engineering and Science Hiroshima University 1-3-1 Kagamiyama Higashi Hiroshima 739-8526 Japan

2. Institute for Materials Chemistry and Engineering and IRCCS Kyushu University 744 Motooka, Nishi-ku Fukuoka 819-0395 Japan

Abstract

AbstractThe formation of Lewis pairs is an important chemical concept. Recently, the complexation of Lewis acidic tris(pentafluorophenyl)borane with Lewis basic moieties and subsequent reduction has emerged as a fascinating strategy for designing novel reactions and structures. The impact of the complexation and subsequent reduction of antiaromatic systems bearing Lewis base moieties has been investigated. We found how Lewis adduct formation stabilizes an antiaromatic system consisting of 9,10‐dicyanoanthracene and tris(pentafluorophenyl)borane by using synthesis, X‐ray crystallography, spectroscopic analysis, and quantum chemical calculations.

Funder

Japan Society for the Promotion of Science

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

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