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2010, Vol.83, No.5

456-478
BCSJ Award ArticleOpen Access

Synthesis, Structures, and Reactivity of Kinetically Stabilized Anthryldiphosphene Derivatives

Tsurusaki Akihiro 1 , Nagahora Noriyoshi 1 , Sasamori Takahiro 1 , Matsuda Kazunari 1 , Kanemitsu Yoshihiko 1 , Watanabe Yasuaki 2 , Hosoi Yoshinobu 2 , Furukawa Yukio 2 , Tokitoh Norihiro 1
1 Institute for Chemical Research, Kyoto University
2 Department of Chemistry, School of Science and Engineering, Waseda University
https://doi.org/10.1246/bcsj.20090295

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Abstract
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The first stable anthryldiphosphenes, 1 and 2, were synthesized by utilizing kinetic stabilization of 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl (Tbt) and 2,6-bis[bis(trimethylsilyl)methyl]-4-[tris(trimethylsilyl)methyl]phenyl (Bbt) groups, and were characterized by spectroscopic and X-ray crystallographic analyses. The UV–visible spectroscopic data suggested the electronic communication between the anthryl moiety and the P=P unit. It was found that TbtP=P(9-Anth) (1a: 9-Anth = 9-anthryl) showed weak fluorescence in hexane solution. Furthermore, the reactivities of anthryldiphosphene 1 with a chromium complex, chalcogenation reagents, a diene, and electron-deficient olefins have been revealed.

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