Synthesis, structures, and reactivity of kinetically stabilized anthryldiphosphene derivatives

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

doi:10.1246/bcsj.20090295

Synthesis, structures, and reactivity of kinetically stabilized anthryldiphosphene derivatives

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

^*Corresponding author for this work

School of Advanced Science and Engineering

Research output: Contribution to journal › Article › peer-review

16 Citations (Scopus)

Abstract

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 UVvisible 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.

Original language	English
Pages (from-to)	456-478
Number of pages	23
Journal	Bulletin of the Chemical Society of Japan
Volume	83
Issue number	5
DOIs	https://doi.org/10.1246/bcsj.20090295
Publication status	Published - 2010

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Chemistry(all)

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title = "Synthesis, structures, and reactivity of kinetically stabilized anthryldiphosphene derivatives",

abstract = "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 UVvisible 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.",

author = "Akihiro Tsurusaki and Noriyoshi Nagahora and Takahiro Sasamori and Kazunari Matsuda and Yoshihiko Kanemitsu and Yasuaki Watanabe and Yoshinobu Hosoi and Yukio Furukawa and Norihiro Tokitoh",

year = "2010",

doi = "10.1246/bcsj.20090295",

language = "English",

volume = "83",

pages = "456--478",

journal = "Bulletin of the Chemical Society of Japan",

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publisher = "Chemical Society of Japan",

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TY - JOUR

T1 - Synthesis, structures, and reactivity of kinetically stabilized anthryldiphosphene derivatives

AU - Tsurusaki, Akihiro

AU - Nagahora, Noriyoshi

AU - Sasamori, Takahiro

AU - Matsuda, Kazunari

AU - Kanemitsu, Yoshihiko

AU - Watanabe, Yasuaki

AU - Hosoi, Yoshinobu

AU - Furukawa, Yukio

AU - Tokitoh, Norihiro

PY - 2010

Y1 - 2010

N2 - 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 UVvisible 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.

AB - 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 UVvisible 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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DO - 10.1246/bcsj.20090295

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VL - 83

SP - 456

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JO - Bulletin of the Chemical Society of Japan

JF - Bulletin of the Chemical Society of Japan

IS - 5

ER -

Synthesis, structures, and reactivity of kinetically stabilized anthryldiphosphene derivatives

Abstract

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