Synthesis and NMR characterization of a spirosilole tetra-anion: a homogeneous four-electron reductant
The development of highly selective homogeneous electron transfer reagents is highly desirable for synthetic chemistry. An isolable spirosilole tetra-anion described in this paper has been proved to be a promising soluble electron transfer reagent. The reduction of octaphenyl-1,1′-spirobisilole (1)...
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De Gruyter
2018-08-01
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Series: | Main Group Metal Chemistry |
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Online Access: | https://doi.org/10.1515/mgmc-2018-0008 |
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author | Han Zhengang Bai Lei Huo Shuhui Chen Jing Lu Xiaoquan |
author_facet | Han Zhengang Bai Lei Huo Shuhui Chen Jing Lu Xiaoquan |
author_sort | Han Zhengang |
collection | DOAJ |
description | The development of highly selective homogeneous electron transfer reagents is highly desirable for synthetic chemistry. An isolable spirosilole tetra-anion described in this paper has been proved to be a promising soluble electron transfer reagent. The reduction of octaphenyl-1,1′-spirobisilole (1) with lithium resulted in the formation of the isolable spirosilole tetra-anion in good yield. The tetra-anion (2) has been characterized by nuclear magnetic resonance (NMR) and cleanly underwent electron transfer reactions with dioxygen, carbonyl groups, and transition metal halides to yield reduction products with the regeneration of 1. |
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institution | Directory Open Access Journal |
issn | 0792-1241 2191-0219 |
language | English |
last_indexed | 2024-12-13T19:50:38Z |
publishDate | 2018-08-01 |
publisher | De Gruyter |
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series | Main Group Metal Chemistry |
spelling | doaj.art-7b0105d7c9cb49588e17f6d6b44043f42022-12-21T23:33:26ZengDe GruyterMain Group Metal Chemistry0792-12412191-02192018-08-01413-410310810.1515/mgmc-2018-0008Synthesis and NMR characterization of a spirosilole tetra-anion: a homogeneous four-electron reductantHan Zhengang0Bai Lei1Huo Shuhui2Chen Jing3Lu Xiaoquan4Key Laboratory of Bioelectrochemistry and Environmental Analysis of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, People’s Republic of ChinaKey Laboratory of Bioelectrochemistry and Environmental Analysis of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, People’s Republic of ChinaKey Laboratory of Bioelectrochemistry and Environmental Analysis of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, People’s Republic of ChinaKey Laboratory of Bioelectrochemistry and Environmental Analysis of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, People’s Republic of ChinaKey Laboratory of Bioelectrochemistry and Environmental Analysis of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, People’s Republic of ChinaThe development of highly selective homogeneous electron transfer reagents is highly desirable for synthetic chemistry. An isolable spirosilole tetra-anion described in this paper has been proved to be a promising soluble electron transfer reagent. The reduction of octaphenyl-1,1′-spirobisilole (1) with lithium resulted in the formation of the isolable spirosilole tetra-anion in good yield. The tetra-anion (2) has been characterized by nuclear magnetic resonance (NMR) and cleanly underwent electron transfer reactions with dioxygen, carbonyl groups, and transition metal halides to yield reduction products with the regeneration of 1.https://doi.org/10.1515/mgmc-2018-0008anionhomogeneousreductantspirosilole |
spellingShingle | Han Zhengang Bai Lei Huo Shuhui Chen Jing Lu Xiaoquan Synthesis and NMR characterization of a spirosilole tetra-anion: a homogeneous four-electron reductant Main Group Metal Chemistry anion homogeneous reductant spirosilole |
title | Synthesis and NMR characterization of a spirosilole tetra-anion: a homogeneous four-electron reductant |
title_full | Synthesis and NMR characterization of a spirosilole tetra-anion: a homogeneous four-electron reductant |
title_fullStr | Synthesis and NMR characterization of a spirosilole tetra-anion: a homogeneous four-electron reductant |
title_full_unstemmed | Synthesis and NMR characterization of a spirosilole tetra-anion: a homogeneous four-electron reductant |
title_short | Synthesis and NMR characterization of a spirosilole tetra-anion: a homogeneous four-electron reductant |
title_sort | synthesis and nmr characterization of a spirosilole tetra anion a homogeneous four electron reductant |
topic | anion homogeneous reductant spirosilole |
url | https://doi.org/10.1515/mgmc-2018-0008 |
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