Radical-initiated alkene hydroauration as a route to gold(III) alkyls: an experimental and computational study

Pintus Anna; Bochmann Manfred

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Radical-initiated alkene hydroauration as a route to gold(III) alkyls: an experimental and computational study

机译：激进的烯烃氢气作为金（III）烷基的途径：实验和计算研究

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The hydroauration of functionalised 1-alkenes by the gold(III) hydride (C^N-OMe^C)AuH is initiated by organic radicals and proceeds via (C^N^C)Au(II) radical intermediates following a bimolecular outer-sphere mechanism. The outcome of these reactions is determined by the stability of the gold-substituted radicals, and chemoselectivity correlates with the degree of spin delocalisation in the alkylgold radical intermediates. The reaction is sensitive to steric as well as electronic factors; disubstituted alkenes and alkenes that form unstable radicals give product mixtures or are unreactive. As DFT calculations show, the reactions agree well with the calculated reaction enthalpies and the standard free energy change for the reaction of the gold(II) radical with the respective alkene.

机译：通过有机自由基引发金（III）氢化物（C＆LT; N-OME＆ ^ ^℃）通过有机自由基引发官能化1-烯烃的液体）Au（ii）双分子外球机构之后的自由基中间体。这些反应的结果由金取代的自由基的稳定性决定，并且化学选择性与烷基克拉斯自由基中间体中的旋转移植程度相关。反应对空间以及电子因素敏感; 二取代的烯烃和烯烃形成不稳定的自由基，得到产品混合物或不反应。作为DFT计算表明，反应与计算的反应焓吻合良好，并且标准的自由能量改变金（II）与各个烯烃的激进的反应。

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《RSC Advances》 |2018年第5期|共9页
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Pintus Anna; Bochmann Manfred;
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Univ East Anglia Sch Chem Norwich Res Pk Norwich NR4 7TJ Norfolk England;

Univ East Anglia Sch Chem Norwich Res Pk Norwich NR4 7TJ Norfolk England;

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正文语种 eng
中图分类化学;
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1. Radical-initiated alkene hydroauration as a route to gold(III) alkyls: an experimental and computational study [J] . Pintus Anna, Bochmann Manfred RSC Advances . 2018,第5期

机译：激进的烯烃氢气作为金（III）烷基的途径：实验和计算研究
2. Radical-initiated alkene hydroauration as a route to gold(III) alkyls: an experimental and computational study [J] . Anna Pintus, Manfred Bochmann RSC Advances . 2018,第5期

机译：自由基引发的烯烃加氢原子化反应生成金（III）烷基的途径：实验和计算研究
3. Radical-initiated alkene hydroauration as a route to gold(III) alkyls: an experimental and computational study [J] . Anna Pintus, Manfred Bochmann RSC Advances . 2018,第5期

机译：自由基引发的烯烃加氢原子化反应生成金（III）烷基的途径：实验和计算研究
4. Metallurgical performances of the sulphidization route and the direct alkyl hydroxamates flotation of mixed carbonated copper-gold ores of the Kansanshi deposit [C] . F.X. Paquot, D. Bastin, A. Mukutuma Flotation Conference . 2009

机译：磺化途径的冶金性能和Kansanshi矿床混合碳酸铜金矿的直接烷基羟胺浮选
5. Reactions of Gold(III) Complexes With Alkenes in Aqueous Solution -- Formation of beta-hydroxyalkylgold(III) Complexes. [D] . Rezsnyak, Chad E. 2012

机译：金（III）配合物与烯烃在水溶液中的反应-β-羟烷基金（III）配合物的形成。
6. Gold(I) and Gold(III) Complexes of Cyclic (Alkyl)(amino)carbenes [O] . AlexanderS. Romanov, Manfred Bochmann, * -1

机译：环状（烷基）（氨基）卡宾的金（I）和金（III）配合物
7. Radical-initiated alkene hydroauration as a route to gold(III) alkyls: an experimental and computational study [O] . Pintus Anna, Bochmann Manfred 2018

机译：自由基引发的烯烃加氢精制为金（III）烷基的途径：实验和计算研究
8. Synthesis and X-ray Crystal Structures of (Au(CH2)2PPh2)2(CF3)2, (Au(CH2)2PPh2)2(C6F5)2, and (PPN)(Au(C6F5)4): Two Dinuclear Gold (II) Ylide Complexes Containing Alkyl and Aryl Ligands and a Tetrakis(pentafluorophenyl)aurate(III) [R] . Murray, H. H., Fackler, J. P., Porter, L. C., 1987

机译：（au（CH2）2pph2）2（CF3）2，（au（CH2）2pph2）2（C6F5）2和（ppN）（au（C6F5）4）的合成和X射线晶体结构：两个双核金（ II）含有烷基和芳基配体的Ylide配合物和四（五氟苯基）丙酸酯（III）

Radical-initiated alkene hydroauration as a route to gold(III) alkyls: an experimental and computational study

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