Intramolecular catalyst transfer on N-acyl dithieno[3,2-b:2′,3′-d]pyrroles in nonstoichiometric Suzuki-Miyaura polycondensation toward high molecular weight conjugated copolymers at room temperature

Nguyen, Thanh-Sang; Nguyen, Le‐Thu T.; Hoang, Mai Ha; Nguyen, Thiet-Quoc; Cu, Son Thanh; Simada, Ryota; Ohta, Yoshihiro; Yokozawa, Tsutomu; Nguyên, Hà Trần

doi:10.1016/j.eurpolymj.2023.111867

European Polymer Journal

2023

DOI: 10.1016/j.eurpolymj.2023.111867

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Intramolecular catalyst transfer on N-acyl dithieno[3,2-b:2′,3′-d]pyrroles in nonstoichiometric Suzuki-Miyaura polycondensation toward high molecular weight conjugated copolymers at room temperature

Thanh-Sang Nguyen

Le‐Thu T. Nguyen

Mai Ha Hoang

et al.

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Cited by 6 publications

References 45 publications

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Nonstoichiometric Direct Arylation Polymerization of Octafluorobiphenyl with 2,7‐Diiodofluorene for Regulating CH Terminals of π‐Conjugated Polymer

Takimoto,

Goto,

Chen

et al. 2023

Macromol. Rapid Commun.

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Nonstoichiometric direct arylation polycondensation of 2,2′,3,3′,5,5′,6,6′‐octafluorobiphenyl with excess of 2,7‐diiodo‐9,9‐dioctyl‐9H‐fluorene is demonstrated. Pd/Ag dual‐catalyst system under water/2‐methyltetrahydrofuran biphasic conditions enables direct arylation under mild conditions and promotes the intramolecular transfer of a Pd catalyst walking through the fluorene moiety. The nonstoichiometric direct arylation polycondensation under the optimized reaction conditions produces the corresponding π‐conjugated polymer with a high molecular weight and terminal octafluorobiphenyl units at both ends.

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Nonstoichiometric Direct Arylation Polymerization of Octafluorobiphenyl with 2,7‐Diiodofluorene for Regulating CH Terminals of π‐Conjugated Polymer

Takimoto,

Goto,

Chen

et al. 2023

Macromol. Rapid Commun.

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Regioselective Synthesis of Pyrrole‐Based Poly(arylenevinylene)s via Mn‐Catalyzed Hydroarylation Polyaddition

Tsukahara,

Iwamori,

Kuwabara

et al. 2024

Macromol. Rapid Commun.

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Mn‐catalyzed hydroarylation polyaddition of 1‐(2‐pyrimidinyl)pyrrole (1a) with aromatic diynes is investigated. The use of commercially available MnBr(CO)5 as a precatalyst under the optimized reaction conditions resulted in a site‐ and regioselective hydroarylation polyaddition, affording the corresponding poly(arylenevinylene)s (PAVs) with excellent vinylene selectivity. The reaction protocol eliminates the production of stoichiometric amounts of byproducts from the monomers. The nonstoichiometric polyaddition of an excess amount of 1a with aromatic diynes is also demonstrated. The 2‐pyrimidinyl substituent promoted the intramolecular transfer of the Mn catalyst walking through the 1a moiety.

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Synthesis and end-group control of soluble, high-molecular-weight hyperbranched poly(phenylene thienylene)s by non-stoichiometric A2 + B3 Suzuki-Miyaura polycondensation without gelation

Shimada,

Ohta,

Yokozawa

2024

European Polymer Journal

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Intramolecular catalyst transfer on N-acyl dithieno[3,2-b:2′,3′-d]pyrroles in nonstoichiometric Suzuki-Miyaura polycondensation toward high molecular weight conjugated copolymers at room temperature

Cited by 6 publications

References 45 publications

Nonstoichiometric Direct Arylation Polymerization of Octafluorobiphenyl with 2,7‐Diiodofluorene for Regulating CH Terminals of π‐Conjugated Polymer

Nonstoichiometric Direct Arylation Polymerization of Octafluorobiphenyl with 2,7‐Diiodofluorene for Regulating CH Terminals of π‐Conjugated Polymer

Regioselective Synthesis of Pyrrole‐Based Poly(arylenevinylene)s via Mn‐Catalyzed Hydroarylation Polyaddition

Synthesis and end-group control of soluble, high-molecular-weight hyperbranched poly(phenylene thienylene)s by non-stoichiometric A2 + B3 Suzuki-Miyaura polycondensation without gelation

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