Colored Supramolecular Host System Using a Charge‐Transfer Complex Composed of 1,1′‐Bi‐2‐naphthol and 2,5‐Substituted 1,4‐Benzoquinone

• Published in: European Journal of Organic Chemistry 2009-05, Vol.2009 (15), p.2519-2525
• Main Authors: Imai, Yoshitane, Kamon, Kensaku, Kinuta, Takafumi, Sato, Tomohiro, Tajima, Nobuo, Kuroda, Reiko, Matsubara, Yoshio
• Format: Article
• Language: English
• Subjects: Charge transfer; Chemistry; Condensed benzenic and aromatic compounds; Exact sciences and technology; Host‐guest systems; Molecular recognition; Noncondensed benzenic compounds; Organic chemistry; Preparations and properties; Quinones
• ISSN: 1434-193X; 1099-0690
• DOI: 10.1002/ejoc.200900004

A colored, two‐component, supramolecular, host system has been developed. This supramolecular host system uses a charge‐transfer (CT) complex composed of racemic (rac)‐1,1′‐bi‐2‐naphthol, which acts as an electron donor, and 2,5‐substituted 1,4‐benzoquinone, which acts as an electron acceptor. This CT host system can selectively include aromatic guest molecules into a channel‐like cavity by tuning the packing of the electron‐donor and electron‐acceptor molecules. Characteristically, the color and diffuse reflectance spectra (DRS) of the inclusion CT complex can be tuned by changing the type of the component 2,5‐substituted 1,4‐benzoquinone. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009) A colored charge‐transfer (CT) host system composed of rac‐1,1′‐bi‐2‐naphthol and 2,5‐substituted 1,4‐benzoquinone was developed. This CT host system can selectively include aromatic molecules as guests by tuning the packing of donor and acceptor molecules. Characteristically, the color and diffuse reflectance spectra (DRS) of this inclusion CT complex can be tuned by changing the type of the component 2,5‐substituted 1,4‐benzoquinone.