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Pd-Catalyzed disilylation: an efficient route to 2,2′-bis(trimethylsilyl)biphenyls via trapping transient dibenzopalladacyclopentadienes with hexamethyldisilane

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Abstract

A palladium-catalyzed disilylation reaction of 2-iodobiphenyls with hexamethyldisilane via trapping transient dibenzopalladacyclopentadienes has been achieved. Diversely functionalized 2,2′-bis(trimethylsilyl)biphenyls have been synthesized in good to excellent yields under mild conditions. Moreover, 2,2′-bis(trimethylsilyl)biphenyls readily transformed into 2,2′-dihalobiphenyls, which could be used to synthesize carbazole, dibenzo[b,d]thiophene and dibenzo[b,d]selenophene polycyclic heteroarenes.

Graphical abstract: Pd-Catalyzed disilylation: an efficient route to 2,2′-bis(trimethylsilyl)biphenyls via trapping transient dibenzopalladacyclopentadienes with hexamethyldisilane

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Publication details

The article was received on 21 Feb 2018, accepted on 12 Mar 2018 and first published on 13 Mar 2018


Article type: Research Article
DOI: 10.1039/C8QO00189H
Citation: Org. Chem. Front., 2018, Advance Article
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    Pd-Catalyzed disilylation: an efficient route to 2,2′-bis(trimethylsilyl)biphenyls via trapping transient dibenzopalladacyclopentadienes with hexamethyldisilane

    W. Li, G. Xiao, G. Deng and Y. Liang, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C8QO00189H

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