Supported palladium hydroxide-catalyzed intramolecular double CH bond functionalization for synthesis of carbazoles and dibenzofurans

Tamao Ishida; Ryosuke Tsunoda; Zhenzhong Zhang; Akiyuki Hamasaki; Tetsuo Honma; Hironori Ohashi; Takushi Yokoyama; Makoto Tokunaga

doi:10.1016/j.apcatb.2013.12.051

Supported palladium hydroxide-catalyzed intramolecular double CH bond functionalization for synthesis of carbazoles and dibenzofurans

Tamao Ishida, Ryosuke Tsunoda, Zhenzhong Zhang, Akiyuki Hamasaki, Tetsuo Honma, Hironori Ohashi, Takushi Yokoyama, Makoto Tokunaga

研究成果: ジャーナルへの寄稿 › 学術誌 › 査読

35 被引用数 (Scopus)

抄録

Metal oxide-supported palladium hydroxide (Pd(OH)₂/MO_x) catalysts enabled the oxidative intramolecular couplings of diarylamines to carbazoles and diarylethers to dibenzofurans via double aryl CH bond functionalizations with molecular oxygen as the sole oxidant. While supported PdO, Pd, and palladium acetate catalysts showed poor catalytic activities, supported Pd(OH)₂ exhibited remarkably high catalytic activity. Among supported Pd(OH)₂ catalysts, Pd(OH)₂/ZrO₂ was found to be an efficient catalyst in terms of catalytic activities and selectivities for the synthesis of carbazoles and dibenzofurans.

本文言語	英語
ページ（範囲）	523-531
ページ数	9
ジャーナル	Applied Catalysis B: Environmental
巻	150-151
DOI	https://doi.org/10.1016/j.apcatb.2013.12.051
出版ステータス	出版済み - 5月 5 2014

!!!All Science Journal Classification (ASJC) codes

触媒
環境科学（全般）
プロセス化学およびプロセス工学

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10.1016/j.apcatb.2013.12.051

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title = "Supported palladium hydroxide-catalyzed intramolecular double CH bond functionalization for synthesis of carbazoles and dibenzofurans",

abstract = "Metal oxide-supported palladium hydroxide (Pd(OH)2/MOx) catalysts enabled the oxidative intramolecular couplings of diarylamines to carbazoles and diarylethers to dibenzofurans via double aryl CH bond functionalizations with molecular oxygen as the sole oxidant. While supported PdO, Pd, and palladium acetate catalysts showed poor catalytic activities, supported Pd(OH)2 exhibited remarkably high catalytic activity. Among supported Pd(OH)2 catalysts, Pd(OH)2/ZrO2 was found to be an efficient catalyst in terms of catalytic activities and selectivities for the synthesis of carbazoles and dibenzofurans.",

author = "Tamao Ishida and Ryosuke Tsunoda and Zhenzhong Zhang and Akiyuki Hamasaki and Tetsuo Honma and Hironori Ohashi and Takushi Yokoyama and Makoto Tokunaga",

note = "Funding Information: This work was financially supported by JST-ALCA (FS Stage). The synchrotron radiation experiments were performed at the BL14B2 in SPring-8 with the approval of JASRI (2011B1001, 2012A1454, and 2012B1075). ",

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T1 - Supported palladium hydroxide-catalyzed intramolecular double CH bond functionalization for synthesis of carbazoles and dibenzofurans

AU - Ishida, Tamao

AU - Tsunoda, Ryosuke

AU - Zhang, Zhenzhong

AU - Hamasaki, Akiyuki

AU - Honma, Tetsuo

AU - Ohashi, Hironori

AU - Yokoyama, Takushi

AU - Tokunaga, Makoto

N1 - Funding Information: This work was financially supported by JST-ALCA (FS Stage). The synchrotron radiation experiments were performed at the BL14B2 in SPring-8 with the approval of JASRI (2011B1001, 2012A1454, and 2012B1075).

PY - 2014/5/5

Y1 - 2014/5/5

N2 - Metal oxide-supported palladium hydroxide (Pd(OH)2/MOx) catalysts enabled the oxidative intramolecular couplings of diarylamines to carbazoles and diarylethers to dibenzofurans via double aryl CH bond functionalizations with molecular oxygen as the sole oxidant. While supported PdO, Pd, and palladium acetate catalysts showed poor catalytic activities, supported Pd(OH)2 exhibited remarkably high catalytic activity. Among supported Pd(OH)2 catalysts, Pd(OH)2/ZrO2 was found to be an efficient catalyst in terms of catalytic activities and selectivities for the synthesis of carbazoles and dibenzofurans.

AB - Metal oxide-supported palladium hydroxide (Pd(OH)2/MOx) catalysts enabled the oxidative intramolecular couplings of diarylamines to carbazoles and diarylethers to dibenzofurans via double aryl CH bond functionalizations with molecular oxygen as the sole oxidant. While supported PdO, Pd, and palladium acetate catalysts showed poor catalytic activities, supported Pd(OH)2 exhibited remarkably high catalytic activity. Among supported Pd(OH)2 catalysts, Pd(OH)2/ZrO2 was found to be an efficient catalyst in terms of catalytic activities and selectivities for the synthesis of carbazoles and dibenzofurans.

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