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线性聚苯乙烯稳定的钯和氧化钯纳米颗粒在水中进行烯丙基芳基化反应的机理研究。

Mechanistic Study on Allylic Arylation in Water with Linear Polystyrene-Stabilized Pd and PdO Nanoparticles.

作者信息

Ohtaka Atsushi, Kawase Misa, Usami Akira, Fukui Shiho, Yamashita Mana, Yamaguchi Kazuki, Sakon Akira, Shiraki Tomoya, Ishida Taiki, Nagata Soma, Kimura Yuji, Hamasaka Go, Uozumi Yasuhiro, Shinagawa Tsutomu, Shimomura Osamu, Nomura Ryôki

机构信息

Department of Applied Chemistry, Faculty of Engineering, Osaka Institute of Technology, 5-16-1 Ohmiya, Asahi, Osaka 535-8585, Japan.

Institute for Molecular Science (IMS), Higashiyama 5-1, Myodaiji, Okazaki 444-8787, Japan.

出版信息

ACS Omega. 2019 Sep 13;4(13):15764-15770. doi: 10.1021/acsomega.9b02722. eCollection 2019 Sep 24.

DOI:10.1021/acsomega.9b02722
PMID:31572880
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6761747/
Abstract

The catalytic cycle of allylic arylation in water catalyzed by linear polystyrene-stabilized Pd or PdO nanoparticles (PS-PdNPs or PS-PdONPs) was investigated. Stoichiometric stepwise reactions indicated that the reaction did not proceed stepwise on the surface of the catalyst. In the case of the reaction with PS-PdNPs, the leached Pd species is the catalytically active species and the reaction takes place through a similar reaction pathway accepted in the case of a complex catalyst. In contrast, allylic arylation using PS-PdONPs as a catalyst occurs via a Pd catalytic cycle.

摘要

研究了由线性聚苯乙烯稳定的钯或氧化钯纳米颗粒（PS-PdNPs或PS-PdONPs）催化的水中烯丙基芳基化反应的催化循环。化学计量的逐步反应表明，该反应不是在催化剂表面逐步进行的。在与PS-PdNPs反应的情况下，浸出的钯物种是催化活性物种，反应通过与络合催化剂情况相同的反应途径进行。相比之下，使用PS-PdONPs作为催化剂的烯丙基芳基化反应是通过钯催化循环发生的。

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Organometallics. 2019 Oct 28;38(20):3991-3995. doi: 10.1021/acs.organomet.9b00197. Epub 2019 May 10.
2
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Nat Commun. 2017 Jun 13;8:15762. doi: 10.1038/ncomms15762.
3
Variable Time Normalization Analysis: General Graphical Elucidation of Reaction Orders from Concentration Profiles.
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Angew Chem Int Ed Engl. 2016 Dec 23;55(52):16084-16087. doi: 10.1002/anie.201609757. Epub 2016 Nov 25.
4
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5
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6
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7
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8
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