title: Reversible near-infrared/blue mechanofluorochromism of aminobenzopyranoxanthene.
abstract: Mechanochromic organic molecules (MOMs) that exhibit a large difference of fluorescence wavelength between two states have important potential applications, but few such compounds are known. Here, we report a new MOM, cis-ABPX01(0), which shows switchable near-IR and blue fluorescence responses. Detailed spectrophotometric and single-crystal X-ray analyses revealed that the near-IR fluorescence is attributable to fluorescence from slip-stacked dimeric structures in crystals, while the blue fluorescence is attributable to fluorescence from the monomer. Switching between the two is achieved by dynamic structural interconversion between the two molecular packing arrangements in response to mechanical grinding and solvent vapor-fuming.
authors.affiliation: ‡Next-generation Imaging Team, RIKEN-CLST, Kobe-shi, Hyogo 650-0047, Japan.
authors.forename: Masaru
authors.initials: M
authors.lastname: Tanioka
authors.affiliation: ‡Next-generation Imaging Team, RIKEN-CLST, Kobe-shi, Hyogo 650-0047, Japan.
authors.forename: Shinichiro
authors.initials: S
authors.lastname: Kamino
authors.affiliation: §Advanced Elements Chemistry Research Team and Elements Chemistry Laboratory, RIKEN-CSRS, Wako-shi, Saitama 351-0198, Japan.
authors.forename: Atsuya
authors.initials: A
authors.lastname: Muranaka
authors.affiliation: ∥Department of Applied Chemistry, Graduate School of Engineering, Hiroshima University, Higashi-Hiroshima, Hiroshima 739-8527, Japan.
authors.forename: Yousuke
authors.initials: Y
authors.lastname: Ooyama
authors.forename: Hiromi
authors.initials: H
authors.lastname: Ota
authors.affiliation: ∇Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Yoshinao
authors.initials: Y
authors.lastname: Shirasaki
authors.affiliation: #Hitachi High-Tech Science Co., Ltd., Hitachinaka-shi, Ibaraki 312-8504, Japan.
authors.forename: Jun
authors.initials: J
authors.lastname: Horigome
authors.forename: Masashi
authors.initials: M
authors.lastname: Ueda
authors.affiliation: §Advanced Elements Chemistry Research Team and Elements Chemistry Laboratory, RIKEN-CSRS, Wako-shi, Saitama 351-0198, Japan.|∇Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Masanobu
authors.initials: M
authors.lastname: Uchiyama
authors.forename: Daisuke
authors.initials: D
authors.lastname: Sawada
authors.affiliation: ‡Next-generation Imaging Team, RIKEN-CLST, Kobe-shi, Hyogo 650-0047, Japan.
authors.forename: Shuichi
authors.initials: S
authors.lastname: Enomoto
mesh_terms: D005452:Fluoresceins / Q000737:chemistry*; D005453:Fluorescence; D007259:Infrared Rays; D015394:Molecular Structure; D014966:Xanthenes / Q000737:chemistry*
chemical_list: D005452:Fluoresceins; D014966:Xanthenes; C000605321:cis-ABPX01(0) compound