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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Main Authors: Han Zhengang, Bai Lei, Huo Shuhui, Chen Jing, Lu Xiaoquan
Format: Article
Language:English
Published: De Gruyter 2018-08-01
Series:Main Group Metal Chemistry
Subjects:
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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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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AT huoshuhui synthesisandnmrcharacterizationofaspirosiloletetraanionahomogeneousfourelectronreductant
AT chenjing synthesisandnmrcharacterizationofaspirosiloletetraanionahomogeneousfourelectronreductant
AT luxiaoquan synthesisandnmrcharacterizationofaspirosiloletetraanionahomogeneousfourelectronreductant