Activated carbon-catalyzed hydrogen transfer to α,ω- Diarylalkanes

Lin Bing Sun; Zhi Ming Zong; Jia Hui Kou; Guang Feng Liu; Xi Sun; Xian Yong Wei; Guo Jiang Zhou; Chul Wee Lee

doi:10.1021/ef0497964

Activated carbon-catalyzed hydrogen transfer to α,ω- Diarylalkanes

Lin Bing Sun, Zhi Ming Zong, Jia Hui Kou, Guang Feng Liu, Xi Sun, Xian Yong Wei, Guo Jiang Zhou, Chul Wee Lee

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

20 Scopus citations

Abstract

Diphenylmethane (DPM), 9-benzylphenanthrene (BP), di(1-naphthyl)methane (DNM), 1,2-di-(1-naphthyl)ethane (DNE), and 9-(l-naphthyl)phenanthrylmethane (NPM) were used as substrates and hydrogen-transfer reactions from molecular hydrogen to the substrates were examined over an activated carbon (AC) under pressurized hydrogen at 300 °C. The results show that the AC catalyzes monatomic hydrogen transfer to the substrates and that the reactivities of the substrates toward hydrocracking decrease in the following order: NPM 〉 DNM 〉 BP ≫ DNE ≫ DPM. These results can be interpreted by the differences in the hydrogen-accepting abilities of the ipso-carbons and the resonance stabilities of the leaving radicals.

Original language	English
Pages (from-to)	1-6
Number of pages	6
Journal	Energy and Fuels
Volume	19
Issue number	1
DOIs	https://doi.org/10.1021/ef0497964
State	Published - Jan 2005
Externally published	Yes

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title = "Activated carbon-catalyzed hydrogen transfer to α,ω- Diarylalkanes",

abstract = "Diphenylmethane (DPM), 9-benzylphenanthrene (BP), di(1-naphthyl)methane (DNM), 1,2-di-(1-naphthyl)ethane (DNE), and 9-(l-naphthyl)phenanthrylmethane (NPM) were used as substrates and hydrogen-transfer reactions from molecular hydrogen to the substrates were examined over an activated carbon (AC) under pressurized hydrogen at 300 °C. The results show that the AC catalyzes monatomic hydrogen transfer to the substrates and that the reactivities of the substrates toward hydrocracking decrease in the following order: NPM 〉 DNM 〉 BP ≫ DNE ≫ DPM. These results can be interpreted by the differences in the hydrogen-accepting abilities of the ipso-carbons and the resonance stabilities of the leaving radicals.",

author = "Sun, {Lin Bing} and Zong, {Zhi Ming} and Kou, {Jia Hui} and Liu, {Guang Feng} and Xi Sun and Wei, {Xian Yong} and Zhou, {Guo Jiang} and Lee, {Chul Wee}",

year = "2005",

month = jan,

doi = "10.1021/ef0497964",

language = "英语",

volume = "19",

pages = "1--6",

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issn = "0887-0624",

publisher = "American Chemical Society",

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TY - JOUR

T1 - Activated carbon-catalyzed hydrogen transfer to α,ω- Diarylalkanes

AU - Sun, Lin Bing

AU - Zong, Zhi Ming

AU - Kou, Jia Hui

AU - Liu, Guang Feng

AU - Sun, Xi

AU - Wei, Xian Yong

AU - Zhou, Guo Jiang

AU - Lee, Chul Wee

PY - 2005/1

Y1 - 2005/1

N2 - Diphenylmethane (DPM), 9-benzylphenanthrene (BP), di(1-naphthyl)methane (DNM), 1,2-di-(1-naphthyl)ethane (DNE), and 9-(l-naphthyl)phenanthrylmethane (NPM) were used as substrates and hydrogen-transfer reactions from molecular hydrogen to the substrates were examined over an activated carbon (AC) under pressurized hydrogen at 300 °C. The results show that the AC catalyzes monatomic hydrogen transfer to the substrates and that the reactivities of the substrates toward hydrocracking decrease in the following order: NPM 〉 DNM 〉 BP ≫ DNE ≫ DPM. These results can be interpreted by the differences in the hydrogen-accepting abilities of the ipso-carbons and the resonance stabilities of the leaving radicals.

AB - Diphenylmethane (DPM), 9-benzylphenanthrene (BP), di(1-naphthyl)methane (DNM), 1,2-di-(1-naphthyl)ethane (DNE), and 9-(l-naphthyl)phenanthrylmethane (NPM) were used as substrates and hydrogen-transfer reactions from molecular hydrogen to the substrates were examined over an activated carbon (AC) under pressurized hydrogen at 300 °C. The results show that the AC catalyzes monatomic hydrogen transfer to the substrates and that the reactivities of the substrates toward hydrocracking decrease in the following order: NPM 〉 DNM 〉 BP ≫ DNE ≫ DPM. These results can be interpreted by the differences in the hydrogen-accepting abilities of the ipso-carbons and the resonance stabilities of the leaving radicals.

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U2 - 10.1021/ef0497964

DO - 10.1021/ef0497964

M3 - 文章

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SN - 0887-0624

VL - 19

SP - 1

EP - 6

JO - Energy and Fuels

JF - Energy and Fuels

IS - 1

ER -

Activated carbon-catalyzed hydrogen transfer to α,ω- Diarylalkanes

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