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Updated: Feb 15, 2026

Synthesis of Single-Crystalline Core-Shell Metal-Organic Frameworks
Published on: February 10, 2023
CF3 -Inspired Synthesis of Air-Tolerant 9-Phosphaanthracenes that Feature Fluorescence and Crystalline Polymorphs
Shigekazu Ito1, Kota Koshino1, Koichi Mikami1
1Department of Chemical Science and Engineering, School of Materials and Chemical Technology, Tokyo Institute of Technology, 2-12-1-H113 Ookayama, Meguro, Tokyo, 152-8552, Japan.
Abstract:
9-Phosphaanthracene (dibenzo[b,e]phosphorin, acridophosphine) has attracted interest as one of the heavier acenes. Herein, we demonstrate an efficient synthetic process that provides air-tolerant 1,8-bis(trifluoromethyl)-9-phosphaanthracenes. The sterically encumbered and electron-withdrawing trifluoromethyl (CF3 ) groups are quite advantageous not only to stabilize the intrinsically unstable heavier unsaturated phosphorus atom but also to facilitate construction of the phosphinine skeleton based on a putative increase in aromaticity. The isolated 9-phosphaanthracenes allowed characterization of their fluorescence functionality and planar heteroanthracene frameworks. The crystal structures of 9-phosphaanthracenes are remarkably dependent on the aryl substituents at the 10 position; anthryl-substituted 9-phosphaanthracene showed unique polymorphs that induced different-colored crystals.
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