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电化学镍催化由二芳基二硒醚与芳基碘化物和烷基碘化物合成不对称二有机硒醚

Electrochemical Nickel-Catalyzed Synthesis of Unsymmetrical Diorganyl Selanes from Diaryl Diselanes and Aryl and Alkyl Iodides.

作者信息

Queder Jona, Hilt Gerhard

机构信息

Institute of Chemistry, Oldenburg University, Carl-von-Ossietzky-Str. 9-11, 26129 Oldenburg, Germany.

出版信息

Molecules. 2024 Oct 1;29(19):4669. doi: 10.3390/molecules29194669.

DOI:10.3390/molecules29194669
PMID:39407598
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11477634/
Abstract

The synthesis of unsymmetrical diorganyl selanes was accomplished under electrochemical conditions in an undivided cell utilizing a magnesium cathode and a carbon anode made out of aryl and alkyl iodides and diselanes. This electrochemical cross-electrophile coupling (eXEC) was accomplished using a simple nickel catalyst formed in situ out of Ni(acac) and 2,2'-bipyridine in DMF at ambient temperatures. The reaction showed good functional group compatibility, and heteroaryl iodides, such as thiophene or pyridine derivatives, were well accepted.

摘要

在未分隔的电池中,以镁阴极和由芳基碘化物、烷基碘化物及二硒醚制成的碳阳极,在电化学条件下实现了不对称二有机硒醚的合成。这种电化学交叉亲电试剂偶联反应(eXEC)是在室温下于N,N-二甲基甲酰胺(DMF)中,使用由乙酰丙酮镍(Ni(acac))和2,2'-联吡啶原位形成的简单镍催化剂完成的。该反应显示出良好的官能团兼容性,噻吩或吡啶衍生物等杂芳基碘化物也能很好地参与反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3442/11477634/18d824b96df2/molecules-29-04669-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3442/11477634/bce9847c1921/molecules-29-04669-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3442/11477634/d85f2862bb45/molecules-29-04669-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3442/11477634/3c2115f40770/molecules-29-04669-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3442/11477634/9fb3de3d1879/molecules-29-04669-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3442/11477634/1726670e7666/molecules-29-04669-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3442/11477634/c8ff87f7c2f9/molecules-29-04669-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3442/11477634/18d824b96df2/molecules-29-04669-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3442/11477634/bce9847c1921/molecules-29-04669-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3442/11477634/d85f2862bb45/molecules-29-04669-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3442/11477634/3c2115f40770/molecules-29-04669-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3442/11477634/9fb3de3d1879/molecules-29-04669-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3442/11477634/1726670e7666/molecules-29-04669-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3442/11477634/c8ff87f7c2f9/molecules-29-04669-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3442/11477634/18d824b96df2/molecules-29-04669-sch006.jpg

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本文引用的文献

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Metal-free photocatalytic cross-electrophile coupling enables C1 homologation and alkylation of carboxylic acids with aldehydes.无金属光催化交叉亲电偶联实现了羧酸与醛的C1同系化和烷基化反应。
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