An Azulene‐Fused Tetracene Diimide with a Small HOMO–LUMO Gap. Issue 7 (11th August 2016)

• Record Type: Journal Article
• Authors: Koide, Taro; Takesue, Moritaka; Murafuji, Toshihiro; Satomi, Koichiro; Suzuki, Yasutaka; Kawamata, Jun; Terai, Kengo; Suzuki, Mitsuharu; Yamada, Hiroko; Shiota, Yoshihito; Yoshizawa, Kazunari; Tani, Fumito
• Is Part Of: ChemPlusChem. Volume 82:Issue 7(2017)
• Page Start: 1010
• Page End: 1014
• Publication Date: 2016-08-11
• Subjects: absorption -- arenes -- tetracene diimide -- electrochemistry -- fused-ring systems; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/cplu.201600356
• Languages: English
• ISSNs: 2192-6506

Abstract

Abstract: A newly prepared tetraazulene‐fused tetracene diimide (TA‐fused TDI) showed absorption in the near‐IR region owing to the effective extension of the π‐conjugated system as well as a large two‐photon absorption cross‐section ( σ (2) =2140 GM) at 950 nm. Four reversible reduction processes and n‐type semiconductivity were also confirmed as attractive electronic properties of this compound. Abstract : Banded together : A tetraazulene‐fused tetracene diimide (see figure), which was prepared by Suzuki–Miyaura cross‐coupling and oxidative cyclization, exhibited near‐IR absorption, strong two‐photon absorption, four reversible reduction processes, and n‐type semiconductivity.