Synthesis of substituted [6]phenacenes through Suzuki-Miyaura coupling of polyhalobenzene with alkenylboronates and sequential intramolecular cyclization via C-H bond activation

Ning Hui Chang; Hiroki Mori; Xi Chao Chen; Yasuhiro Okuda; Takeru Okamoto; Yasushi Nishihara

doi:10.1246/cl.130584

Synthesis of substituted [6]phenacenes through Suzuki-Miyaura coupling of polyhalobenzene with alkenylboronates and sequential intramolecular cyclization via C-H bond activation

Ning Hui Chang, Hiroki Mori, Xi Chao Chen, Yasuhiro Okuda, Takeru Okamoto, Yasushi Nishihara

Research Institute for Interdisciplinary Science

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

26 Citations (Scopus)

Abstract

A series of substituted [6]phenacenes were synthesized through the Suzuki-Miyaura coupling and intramolecular double cyclization, using a polyhalobenzene and two different alkenylboronates. This methodology provides a direct route to unsymmetrical [6]phenacenes. The physicochemical properties of four [6]phenacenes were evaluated using UV-vis and fluorescence spectroscopies as well as cyclic voltammetry.

Original language	English
Pages (from-to)	1257-1259
Number of pages	3
Journal	Chemistry Letters
Volume	42
Issue number	10
DOIs	https://doi.org/10.1246/cl.130584
Publication status	Published - Oct 16 2013

ASJC Scopus subject areas

Chemistry(all)

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abstract = "A series of substituted [6]phenacenes were synthesized through the Suzuki-Miyaura coupling and intramolecular double cyclization, using a polyhalobenzene and two different alkenylboronates. This methodology provides a direct route to unsymmetrical [6]phenacenes. The physicochemical properties of four [6]phenacenes were evaluated using UV-vis and fluorescence spectroscopies as well as cyclic voltammetry.",

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language = "English",

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AU - Chang, Ning Hui

AU - Mori, Hiroki

AU - Chen, Xi Chao

AU - Okuda, Yasuhiro

AU - Okamoto, Takeru

AU - Nishihara, Yasushi

PY - 2013/10/16

Y1 - 2013/10/16

N2 - A series of substituted [6]phenacenes were synthesized through the Suzuki-Miyaura coupling and intramolecular double cyclization, using a polyhalobenzene and two different alkenylboronates. This methodology provides a direct route to unsymmetrical [6]phenacenes. The physicochemical properties of four [6]phenacenes were evaluated using UV-vis and fluorescence spectroscopies as well as cyclic voltammetry.

AB - A series of substituted [6]phenacenes were synthesized through the Suzuki-Miyaura coupling and intramolecular double cyclization, using a polyhalobenzene and two different alkenylboronates. This methodology provides a direct route to unsymmetrical [6]phenacenes. The physicochemical properties of four [6]phenacenes were evaluated using UV-vis and fluorescence spectroscopies as well as cyclic voltammetry.

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JF - Chemistry Letters

IS - 10

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Synthesis of substituted [6]phenacenes through Suzuki-Miyaura coupling of polyhalobenzene with alkenylboronates and sequential intramolecular cyclization via C-H bond activation

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