Isomeric difference in the crystalline-state chemiluminescence property of an adamantylideneadamantane 1,2-dioxetane with a phthalimide chromophore

Chihiro Matsuhashi; Takuya Ueno; Hidehiro Uekusa; Ayana Sato-Tomita; Kouhei Ichiyanagi; Shojiro Maki; Takashi Hirano

doi:10.1039/C9CC10012A

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Isomeric difference in the crystalline-state chemiluminescence property of an adamantylideneadamantane 1,2-dioxetane with a phthalimide chromophore†

Chihiro Matsuhashi,

^a Takuya Ueno,^b Hidehiro Uekusa,

^b Ayana Sato-Tomita,

^c Kouhei Ichiyanagi,

^c Shojiro Maki

^a and Takashi Hirano

*^a

Author affiliations

* Corresponding authors

^a Department of Engineering Science, Graduate School of Informatics and Engineering, The University of Electro-Communications, Chofu, Tokyo 182-8585, Japan
E-mail: thirano@uec.ac.jp

^b Department of Chemistry, Tokyo Institute of Technology, Ookayama 2-12-1, Meguro-ku, Tokyo, Japan

^c Division of Biophysics, Department of Physiology, Jichi Medical University, Shimotsuke, Tochigi 329-0498, Japan

Abstract

Syn- and anti-isomers of an adamantylideneadamantane 1,2-dioxetane having a phthalimide side chain were prepared and investigated their crystalline-state chemiluminescence (CL) properties. The isomers showed contrastive CL properties depending on their crystal-structural characteristics, indicating that CL provides an attractive target for real-time monitoring of a chemical reaction in the crystal.

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Article information

DOI: https://doi.org/10.1039/C9CC10012A
Article type: Communication
Submitted: 27 Dec 2019
Accepted: 25 Feb 2020
First published: 26 Feb 2020

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Chem. Commun., 2020,56, 3369-3372

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Isomeric difference in the crystalline-state chemiluminescence property of an adamantylideneadamantane 1,2-dioxetane with a phthalimide chromophore

C. Matsuhashi, T. Ueno, H. Uekusa, A. Sato-Tomita, K. Ichiyanagi, S. Maki and T. Hirano, Chem. Commun., 2020, 56, 3369 DOI: 10.1039/C9CC10012A

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Chemical Communications

Isomeric difference in the crystalline-state chemiluminescence property of an adamantylideneadamantane 1,2-dioxetane with a phthalimide chromophore†

Abstract

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Isomeric difference in the crystalline-state chemiluminescence property of an adamantylideneadamantane 1,2-dioxetane with a phthalimide chromophore

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