初めての安定なアントリルジホスフェン類の合成・構造・性質

津留崎 陽大; 長洞 記嘉; 笹森 貴裕; 松田 一成; 金光 義彦; 渡辺 恭彰; 細井 宜伸; 古川 行夫; 時任 宣博

doi:10.11494/kisoyuki.37.0.39.0

37th Symposium on Structural Organic Chemistry

Session ID : 2A-14

DOI https://doi.org/10.11494/kisoyuki.37.0.39.0

Conference information

Host: The executive committee of the 37th symposium on structrual organic chemistry

Co-host: The Chemical Society of Japan, The Hokkaido Branch of the Chemical Society of Japan, Hokkaido University, Global COE (chemistry),, "Catalysis as a Basis for Innovation in Material Sciences ", The Society of Synthetic Organic Chemistry, Japan

oral presentation

Synthesis, Structure, and Properties of the First Stable Anthryldiphosphene Derivatives

*Akihiro Tsurusaki, Noriyoshi Nagahora, Takahiro Sasamori, Kazunari Matsuda, Yoshihiko Kanemitsu, Yasuaki Watanabe, Yoshinobu Hosoi, Yukio Furukawa, Norihiro Tokitoh

Author information

*Akihiro Tsurusaki
Institute for Chemical Research, Kyoto University
Noriyoshi Nagahora
Institute of Sustainability Science, Kyoto University
Takahiro Sasamori
Institute for Chemical Research, Kyoto University
Kazunari Matsuda
Institute for Chemical Research, Kyoto University
Yoshihiko Kanemitsu
Institute for Chemical Research, Kyoto University
Yasuaki Watanabe
Department of Chemistry, School of Science and Engineering, Waseda University
Yoshinobu Hosoi
Department of Chemistry, School of Science and Engineering, Waseda University
Yukio Furukawa
Department of Chemistry, School of Science and Engineering, Waseda University
Norihiro Tokitoh
Institute for Chemical Research, Kyoto University

Keywords: Diphosphene, Extended pai-Electron System, Anthracene, Fluorescence, Steric Protection Group

CONFERENCE PROCEEDINGS FREE ACCESS

Details

Abstract

We have synthesized the first stable 9-Anthryldiphosphene derivatives 1 and 2. The P=P double-bond characters of 1 and 2 were confirmed by the spectroscopic and X-ray crystallographic analyses. The dihedral angles of the anthryl moiety and the PPC plane were ca. 80deg, indicating the less effective pai-electron conjugation between the P=P and anthryl moieties in the solid states. On the other hand, in the UV-vis spectra in hexane, the absorptions assigned as pai-pai* electron transitions (from pai orbital of anthracene to pai* orbital of the P=P moieties) were observed around 530 nm, indicating the electronic correlation between the anthryl moieties and the P=P units. In addition, 1a was found to exhibit fluorescent emission (quantum yield: 1.2*10-3, lifetime: ca. 10ns).

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