Homocoupling of aryl halides in flow: Space integration of lithiation and FeCl3 promoted homocoupling

The use of FeCl3 resulted in a fast homocoupling of aryllithiums, and this enabled its integration with the halogen–lithium exchange reaction of aryl halides in a flow microreactor. This system allows the homocoupling of two aryl halides bearing electrophilic functional groups, such as CN and NO2, i...

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Main Authors: Aiichiro Nagaki, Yuki Uesugi, Yutaka Tomida, Jun-ichi Yoshida
Format: Article
Language:English
Published: Beilstein-Institut 2011-08-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.7.122
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author Aiichiro Nagaki
Yuki Uesugi
Yutaka Tomida
Jun-ichi Yoshida
author_facet Aiichiro Nagaki
Yuki Uesugi
Yutaka Tomida
Jun-ichi Yoshida
author_sort Aiichiro Nagaki
collection DOAJ
description The use of FeCl3 resulted in a fast homocoupling of aryllithiums, and this enabled its integration with the halogen–lithium exchange reaction of aryl halides in a flow microreactor. This system allows the homocoupling of two aryl halides bearing electrophilic functional groups, such as CN and NO2, in under a minute.
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spelling doaj.art-012b95c689914580a26aa962ce1e90592022-12-21T19:43:45ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972011-08-01711064106910.3762/bjoc.7.1221860-5397-7-122Homocoupling of aryl halides in flow: Space integration of lithiation and FeCl3 promoted homocouplingAiichiro Nagaki0Yuki Uesugi1Yutaka Tomida2Jun-ichi Yoshida3Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Kyotodaigakukatsura, Nishikyo-ku, Kyoto, 615-8510, JapanDepartment of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Kyotodaigakukatsura, Nishikyo-ku, Kyoto, 615-8510, JapanDepartment of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Kyotodaigakukatsura, Nishikyo-ku, Kyoto, 615-8510, JapanDepartment of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Kyotodaigakukatsura, Nishikyo-ku, Kyoto, 615-8510, JapanThe use of FeCl3 resulted in a fast homocoupling of aryllithiums, and this enabled its integration with the halogen–lithium exchange reaction of aryl halides in a flow microreactor. This system allows the homocoupling of two aryl halides bearing electrophilic functional groups, such as CN and NO2, in under a minute.https://doi.org/10.3762/bjoc.7.122homocouplingiron saltsmicroreactororganolithiums
spellingShingle Aiichiro Nagaki
Yuki Uesugi
Yutaka Tomida
Jun-ichi Yoshida
Homocoupling of aryl halides in flow: Space integration of lithiation and FeCl3 promoted homocoupling
Beilstein Journal of Organic Chemistry
homocoupling
iron salts
microreactor
organolithiums
title Homocoupling of aryl halides in flow: Space integration of lithiation and FeCl3 promoted homocoupling
title_full Homocoupling of aryl halides in flow: Space integration of lithiation and FeCl3 promoted homocoupling
title_fullStr Homocoupling of aryl halides in flow: Space integration of lithiation and FeCl3 promoted homocoupling
title_full_unstemmed Homocoupling of aryl halides in flow: Space integration of lithiation and FeCl3 promoted homocoupling
title_short Homocoupling of aryl halides in flow: Space integration of lithiation and FeCl3 promoted homocoupling
title_sort homocoupling of aryl halides in flow space integration of lithiation and fecl3 promoted homocoupling
topic homocoupling
iron salts
microreactor
organolithiums
url https://doi.org/10.3762/bjoc.7.122
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AT yutakatomida homocouplingofarylhalidesinflowspaceintegrationoflithiationandfecl3promotedhomocoupling
AT junichiyoshida homocouplingofarylhalidesinflowspaceintegrationoflithiationandfecl3promotedhomocoupling