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Synthesis 2021; 53(17): 3081-3084
DOI: 10.1055/a-1368-7072
DOI: 10.1055/a-1368-7072
special topic
Bond Activation – in Honor of Prof. Shinji Murai
One-Shot Deprotonative Metalation/Transmetalation/Polymerization of Halothiophenes Catalyzed by Nickel Complex for Polythiophene Synthesis
This work was partly supported by Kakenhi B (JP19182273) by MEXT, Cooperative Research Program of ‘Network Joint Research Center for Materials and Devices’, and Kobe University for the promotion of international collaboration researches.
Abstract
Effect of divalent metals was studied in the cross-coupling polymerization of thiophenes leading to head-to-tail-type poly-3-hexylthiophene. Deprotonation of the C–H bond at the 5-position of 2-halo-3-hexylthiophene by LDA followed by metal exchange was carried out in one pot and following addition of nickel catalyst underwent polymerization. One-shot reaction involving deprotonation/transmetalation/ cross coupling polymerization was also examined with manganese(II) chloride and nickel(II) catalyst.
Key words
deprotonative metalation - poly(3-hexylthiophene) - group II metals - nickel catalyst - one-shot reactionSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1368-7072.
- Supporting Information
Publication History
Received: 25 December 2020
Accepted after revision: 21 January 2021
Accepted Manuscript online:
21 January 2021
Article published online:
15 February 2021
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