DOI: 10.1002/chem.202302550 ISSN:
Complexation‐triggered Fluctuation of π‐conjugation on an Antiaromatic Dicyanoanthracene Dianion
Taiki Imagawa, Kazuki Okazawa, Kazunari Yoshizawa, Hiroto Yoshida, Rong Shang, Yohsuke Yamamoto, Masaaki Nakamoto- General Chemistry
- Catalysis
- Organic Chemistry
The 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 basic moieties has been investigated. We found how Lewis adduct formation stabilizes an antiaromatic system consisting of 9,10‐dicyanoanthracene and tris(pentafluorophenyl)borane using synthesis, X‐ray crystallography, spectroscopic analysis, and quantum chemical calculations.