Tandem Kumada-Tamao catalyst-transfer condensation polymerization and Suzuki-Miyaura coupling for the synthesis of end-functionalized poly(3-hexylthiophene)

Yu Tokita; Tatsuya Uchida; Takeru Kamigawara; Kenta Hoka; Reo Nitto; Yoshihiro Ohta; Tsutomu Yokozawa

doi:10.1039/d3cc04100j

Tandem Kumada-Tamao catalyst-transfer condensation polymerization and Suzuki-Miyaura coupling for the synthesis of end-functionalized poly(3-hexylthiophene)

Chem Commun (Camb). 2023 Nov 2;59(88):13139-13142. doi: 10.1039/d3cc04100j.

Authors

Yu Tokita¹, Tatsuya Uchida¹, Takeru Kamigawara¹, Kenta Hoka¹, Reo Nitto¹, Yoshihiro Ohta¹, Tsutomu Yokozawa¹

Affiliation

¹ Department of Materials and Life Chemistry, Kanagawa University, Rokkakubashi, Kanagawa-ku, Yokohama 221-8686, Japan. yokozt01@kanagawa-u.ac.jp.

PMID: 37811687
DOI: 10.1039/d3cc04100j

Abstract

Successive Kumada-Tamao catalyst-transfer condensation polymerization of 2-bromo-5-chloromagnesio-3-hexylthiophene and Suzuki-Miyaura end-functionalization with pinacol arylboronate in one pot afforded poly(3-hexylthiophene) (P3HT) with a base-sensitive functional group at both ends. The use of poly(methyl methacrylate) (PMMA) bearing a boronic acid ester moiety at one end enabled one-pot synthesis of PMMA-b-P3HT-b-PMMA triblock copolymer.