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本文引用的文献

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Highly Selective Three-Component Coupling of Ethyl Propiolate, Alkenes, and Diphenyl Diselenide under Visible-Light Irradiation.可见光照射下丙炔酸乙酯、烯烃和二苯基二硒醚的高选择性三组分偶联反应
Angew Chem Int Ed Engl. 1999 Jul 12;38(13-14):2027-2029. doi: 10.1002/(SICI)1521-3773(19990712)38:13/14<2027::AID-ANIE2027>3.0.CO;2-M.
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Oxidant speciation and anionic ligand effects in the gold-catalyzed oxidative coupling of arenes and alkynes.金催化芳烃与炔烃氧化偶联反应中的氧化剂形态及阴离子配体效应
Chem Sci. 2019 Jul 31;10(36):8411-8420. doi: 10.1039/c9sc02372k. eCollection 2019 Sep 28.
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Trans Influence of Ligands on the Oxidation of Gold(I) Complexes.配体对金(I)配合物氧化的影响。
J Am Chem Soc. 2019 Oct 30;141(43):17414-17420. doi: 10.1021/jacs.9b09363. Epub 2019 Oct 16.
4
Ligand-Enabled Gold-Catalyzed C(sp)-N Cross-Coupling Reactions of Aryl Iodides with Amines.配体促进的芳基碘化物与胺的金催化C(sp)-N交叉偶联反应
Org Lett. 2019 Oct 4;21(19):8101-8105. doi: 10.1021/acs.orglett.9b03082. Epub 2019 Sep 26.
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Dual gold catalysis - an update.双金催化 - 最新进展。
Chem Commun (Camb). 2019 Oct 8;55(81):12127-12135. doi: 10.1039/c9cc06078b.
6
Light-Induced Mechanistic Divergence in Gold(I) Catalysis: Revisiting the Reactivity of Diazonium Salts.光诱导的金(I)催化中的机理分歧:重探重氮盐的反应活性
Angew Chem Int Ed Engl. 2019 Nov 18;58(47):16988-16993. doi: 10.1002/anie.201908268. Epub 2019 Oct 11.
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Facilitating Gold Redox Catalysis with Electrochemistry: An Efficient Chemical-Oxidant-Free Approach.利用电化学促进金氧化还原催化:一种高效的无化学氧化剂方法。
Angew Chem Int Ed Engl. 2019 Nov 25;58(48):17226-17230. doi: 10.1002/anie.201909082. Epub 2019 Sep 4.
8
Gold redox catalysis for cyclization/arylation of allylic oximes: synthesis of isoxazoline derivatives.金催化氧化还原用于烯丙基肟的环化/芳基化反应:异恶唑啉衍生物的合成
Chem Commun (Camb). 2019 Jul 9;55(56):8150-8153. doi: 10.1039/c9cc02830g.
9
Gold-Catalyzed C(sp )-C(sp) Coupling by Alkynylation through Oxidative Addition of Bromoalkynes.通过溴代炔烃的氧化加成进行炔基化的金催化C(sp)-C(sp)偶联反应
Chemistry. 2019 Jul 22;25(41):9624-9628. doi: 10.1002/chem.201902213. Epub 2019 Jun 26.
10
Dual Gold/Silver Catalysis Involving Alkynylgold(III) Intermediates Formed by Oxidative Addition and Silver-Catalyzed C-H Activation for the Direct Alkynylation of Cyclopropenes.涉及通过氧化加成和银催化的C-H活化形成的炔基金(III)中间体的双金/银催化用于环丙烯的直接炔基化反应。
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金的氧化还原催化作用,使用硒阳离子作为温和氧化剂。

Gold Redox Catalysis with a Selenium Cation as a Mild Oxidant.

机构信息

College of Chemistry, Chemical Engineering and Material Science, Shandong Normal University, Jinan, Shandong, 250014, P. R. China.

Department of Chemistry, University of South Florida, Tampa, FL, 33620, USA.

出版信息

Chemistry. 2020 May 12;26(27):5946-5950. doi: 10.1002/chem.202000166. Epub 2020 Apr 14.

DOI:10.1002/chem.202000166
PMID:32037616
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7220824/
Abstract

Gold-catalyzed alkyne and allene diselenations were developed. Excellent regioselectivity (trans) and good to excellent yields were achieved (up to 98 % with 2 % catalyst loading) with a wide range of substrates. Mechanistic investigation revealed the formation of a vinyl gold(I) intermediate followed by an intermolecular selenium cation migration, suggesting that a gold(I/III) redox process was successfully implemented under mild conditions.

摘要

发展了金催化的炔烃和丙二烯二硒化反应。该反应具有优异的区域选择性(反式)和良好至优秀的产率(在 2%的催化剂负载下高达 98%),底物适用范围广泛。机理研究表明,该反应首先形成乙烯基金(I)中间体,然后进行分子间硒阳离子迁移,这表明在温和条件下成功实施了金(I/III)氧化还原过程。