Synthesis of donor–acceptor conjugated polymers based on benzo[1,2-b:4,5-b′]dithiophene and 2,1,3-benzothiadiazole via direct arylation polycondensation: towards efficient C–H activation in nonpolar solvents

Xiaochen Wang and Mingfeng Wang

Polym. Chem., 2014, 5, 5784
DOI: 10.1039/C4PY00565A

Thiophene based hyperbranched polymers with tunable branching using direct arylation methods

Ken Okamoto, Jeremy B. Housekeeper, Forrest E. Michael and Christine K. Luscombe

Polym. Chem., 2013, 4, 3499
DOI: 10.1039/c3py00412k

Direct C–H arylation synthesis of (DD′AD′DA′)-constituted alternating polymers with low bandgaps and their photovoltaic performance

Mohamed Shaker, Cuc Kim Trinh, Wonbin Kim, Heejoo Kim, Kwanghee Lee and Jae-Suk Lee

New J. Chem., 2015, 39, 4957
DOI: 10.1039/C5NJ00287G

Direct arylation polycondensation for the synthesis of bithiophene-based alternating copolymers

Junpei Kuwabara, Yuta Nohara, Seong Jib Choi, Yohei Fujinami, Wei Lu, Ken Yoshimura, Jun Oguma, Katsuhiro Suenobu and Takaki Kanbara

Polym. Chem., 2013, 4, 947
DOI: 10.1039/C2PY20917A

The effect of a solvent on direct arylation polycondensation of substituted thiophenes

Junpei Kuwabara, Kohtaro Yamazaki, Takuya Yamagata, Wataru Tsuchida and Takaki Kanbara

Polym. Chem., 2015, 6, 891
DOI: 10.1039/C4PY01387E

Synthesis of diketopyrrolopyrrole based copolymers via the direct arylation method for p-channel and ambipolar OFETs

Prashant Sonar, Thelese Ru Bao Foong and Ananth Dodabalapur

Phys. Chem. Chem. Phys., 2014, 16, 4275
DOI: 10.1039/c3cp53641f

Synthesis of new n-type isoindigo copolymers

François Grenier, Philippe Berrouard, Jean-Rémi Pouliot, Hsin-Rong Tseng, Alan J. Heeger and Mario Leclerc

Polym. Chem., 2013, 4, 1836
DOI: 10.1039/c2py20986a

Realizing the full potential of conjugated polymers: innovation in polymer synthesis

Pierre-Olivier Morin, Thomas Bura and Mario Leclerc

Mater. Horiz., 2016, 3, 11
DOI: 10.1039/C5MH00164A

Current methodologies for a sustainable approach to π-conjugated organic semiconductors

Assunta Marrocchi, Antonio Facchetti, Daniela Lanari, Chiara Petrucci and Luigi Vaccaro

Energy Environ. Sci., 2016, 9, 763
DOI: 10.1039/C5EE03727A

Direct heteroarylation of β-protected dithienosilole and dithienogermole monomers with thieno[3,4-c]pyrrole-4,6-dione and furo[3,4-c]pyrrole-4,6-dione

Lauren G. Mercier, Badrou Réda Aïch, Ahmed Najari, Serge Beaupré, Philippe Berrouard, Agnieszka Pron, Amélie Robitaille, Ye Tao and Mario Leclerc

Polym. Chem., 2013, 4, 5252
DOI: 10.1039/c3py21138j

Dramatically different charge transport properties of bisthienyl diketopyrrolopyrrole-bithiazole copolymers synthesized via two direct (hetero)arylation polymerization routes

Chang Guo, Jesse Quinn, Bin Sun and Yuning Li

Polym. Chem., 2016, 7, 4515
DOI: 10.1039/C6PY00762G

Optimization of direct arylation polymerization (DArP) through the identification and control of defects in polymer structure

Andrey E. Rudenko and Barry C. Thompson

J. Polym. Sci. Part A: Polym. Chem., 2015, 53, 135
DOI: 10.1002/pola.27279

The development of conjugated polymers as the cornerstone of organic electronics

Robert M. Pankow and Barry C. Thompson

Polymer, 2020, 207, 122874
DOI: 10.1016/j.polymer.2020.122874

Facile Synthesis of π-Conjugated Polymers via Direct Arylation Polycondensation

Junpei Kuwabara and Takaki Kanbara

Bulletin of the Chemical Society of Japan, 2019, 92, 152
DOI: 10.1246/bcsj.20180249

Direct arylation polycondensation as simplified alternative for the synthesis of conjugated (co)polymers

S. Kowalski, S. Allard, K. Zilberberg, T. Riedl and U. Scherf

Progress in Polymer Science, 2013, 38, 1805
DOI: 10.1016/j.progpolymsci.2013.04.006

Synthesis of regular D–A1–D–A2 copolymers via direct arylation polycondensation and application in solar cells

Minmin Sun, Wen Wang, Wei Lv, Mengxia Lu, Shuhui Yan, Luying Liang and Qidan Ling

Synthetic Metals, 2015, 209, 412
DOI: 10.1016/j.synthmet.2015.08.019

An Efficient Precatalyst Approach for the Synthesis of Thiazole-Containing Conjugated Polymers via Cu-Catalyzed Direct Arylation Polymerization (Cu-DArP)

Liwei Ye, Alexander Schmitt, Robert M. Pankow and Barry C. Thompson

ACS Macro Lett., 2020, 9, 1446
DOI: 10.1021/acsmacrolett.0c00626

Precision Synthesis of Conjugated Polymers Enabled by Direct Arylation Polymerization

Masayuki WAKIOKA

Kobunshi, 2025, 74, 606
DOI: 10.1295/kobunshi.74.11_606

Direct (Hetero)arylation Polymerization: Simplicity for Conjugated Polymer Synthesis

Jean-Rémi Pouliot, François Grenier, J. Terence Blaskovits, Serge Beaupré and Mario Leclerc

Chem. Rev., 2016, 116, 14225
DOI: 10.1021/acs.chemrev.6b00498

Synthesis of poly(5,6-difluoro-2,1,3-benzothiadiazole-alt-9,9-dioctyl-fluorene) via direct arylation polycondensation

Xiaojie Zhang, Yao Gao, Sida Li, Xincui Shi, Yanhou Geng and Fosong Wang

J. Polym. Sci. Part A: Polym. Chem., 2014, 52, 2367
DOI: 10.1002/pola.27251

C–H Arylation in the Synthesis of π-Conjugated Polymers

Sabin-Lucian Suraru, Jason A. Lee and Christine K. Luscombe

ACS Macro Lett., 2016, 5, 724
DOI: 10.1021/acsmacrolett.6b00279

Facile synthesis of fluorene-based π-conjugated polymers via sequential bromination/direct arylation polycondensation

Hitoshi Saito, Junpei Kuwabara and Takaki Kanbara

J. Polym. Sci. Part A: Polym. Chem., 2015, 53, 2198
DOI: 10.1002/pola.27689

Identifying Homocouplings as Critical Side Reactions in Direct Arylation Polycondensation

Florian Lombeck, Hartmut Komber, Serge I. Gorelsky and Michael Sommer

ACS Macro Lett., 2014, 3, 819
DOI: 10.1021/mz5004147

Development of Practical Synthetic Method of Conjugated Polymer Materials

Junpei KUWABARA

KOBUNSHI RONBUNSHU, 2015, 72, 539
DOI: 10.1295/koron.2015-0016

Direct arylation polycondensation for the synthesis of bithiazole-based conjugated polymers and their physical properties

Junpei Kuwabara, Masahiro Kuramochi, Songlin Liu, Takeshi Yasuda and Takaki Kanbara

Polym J, 2017, 49, 123
DOI: 10.1038/pj.2016.75

Direct Arylation Polycondensation of Bithiazole Derivatives with Various Acceptors

Masahiro Kuramochi, Junpei Kuwabara, Wei Lu and Takaki Kanbara

Macromolecules, 2014, 47, 7378
DOI: 10.1021/ma5014397

Photovoltaic Properties of Bithiazole-Based Polymers Synthesized by Direct C-H Arylation

Takeshi Yasuda, Junpei Kuwabara, Liyuan Han and Takaki Kanbara

J. Photopol. Sci. Technol., 2016, 29, 347
DOI: 10.2494/photopolymer.29.347

Mixed-Ligand Approach to Palladium-Catalyzed Direct Arylation Polymerization: Synthesis of Donor–Acceptor Polymers with Dithienosilole (DTS) and Thienopyrroledione (TPD) Units

Eisuke Iizuka, Masayuki Wakioka and Fumiyuki Ozawa

Macromolecules, 2015, 48, 2989
DOI: 10.1021/acs.macromol.5b00526

Improving the efficiency and sustainability of catalysts for direct arylation polymerization (DArP)

Liwei Ye and Barry C. Thompson

Journal of Polymer Science, 2022, 60, 393
DOI: 10.1002/pol.20210524

Double acceptor donor–acceptor alternating conjugated polymers containing cyclopentadithiophene, benzothiadiazole and thienopyrroledione: toward subtractive color organic photovoltaics

Shu-Wei Chang, Tsuyoshi Muto, Takeshi Kondo, Ming-Jhih Liao and Masaki Horie

Polym J, 2017, 49, 113
DOI: 10.1038/pj.2016.72

Development of Synthetic Method for ^|^pi;-Conjugated Polymers via Direct Arylation Polycondensation

Junpei Kuwabara and Takaki Kanbara

J. Synth. Org. Chem. Jpn., 2014, 72, 1271
DOI: 10.5059/yukigoseikyokaishi.72.1271

Direct Arylation Polycondensation: A Promising Method for the Synthesis of Highly Pure, High‐Molecular‐Weight Conjugated Polymers Needed for Improving the Performance of Organic Photovoltaics

Junpei Kuwabara, Takeshi Yasuda, Seong Jib Choi, Wei Lu, Koutarou Yamazaki, Shigehiro Kagaya, Liyuan Han and Takaki Kanbara

Adv Funct Materials, 2014, 24, 3226
DOI: 10.1002/adfm.201302851

Substituent effects on direct arylation polycondensation and optical properties of alternating fluorene-thiophene copolymers

Min-min Sun, Wen Wang, Lu-ying Liang, Shu-hui Yan, Ming-lu Zhou and Qi-dan Ling

Chin J Polym Sci, 2015, 33, 783
DOI: 10.1007/s10118-015-1555-9

The Direct Arylation Polymerization (DArP) of Well‐Defined Alternating Copolymers Based On 5,6‐Dicyano[2,1,3]benzothiadiazole (DCBT)

Qinqin Shi, Wesley Tatum, Junxiang Zhang, Colleen Scott, Christine K. Luscombe, Seth R. Marder and Simon B. Blakey

Asian J Org Chem, 2018, 7, 1419
DOI: 10.1002/ajoc.201800232

A Highly Efficient Catalyst for the Synthesis of Alternating Copolymers with Thieno[3,4-c]pyrrole-4,6-dione Units via Direct Arylation Polymerization

Masayuki Wakioka, Nobuko Ichihara, Yutaro Kitano and Fumiyuki Ozawa

Macromolecules, 2014, 47, 626
DOI: 10.1021/ma4023668

Factors Controlling the Reactivity of Heteroarenes in Direct Arylation with Arylpalladium Acetate Complexes

Masayuki Wakioka, Yuki Nakamura, Yoshihiro Hihara, Fumiyuki Ozawa and Shigeyoshi Sakaki

Organometallics, 2013, 32, 4423
DOI: 10.1021/om400636r

Microwave-Assisted Polycondensation via Direct Arylation of 3,4-Ethylenedioxythiophene with 9,9-Dioctyl-2,7-dibromofluorene

Seong Jib Choi, Junpei Kuwabara and Takaki Kanbara

ACS Sustainable Chem. Eng., 2013, 1, 878
DOI: 10.1021/sc4000576

Direct arylation polymerization: A guide to optimal conditions for effective conjugated polymers

Nemal S. Gobalasingham and Barry C. Thompson

Progress in Polymer Science, 2018, 83, 135
DOI: 10.1016/j.progpolymsci.2018.06.002

Direct (Hetero)arylation Polymerization: An Effective Route to 3,4-Propylenedioxythiophene-Based Polymers with Low Residual Metal Content

Leandro A. Estrada, James J. Deininger, George D. Kamenov and John R. Reynolds

ACS Macro Lett., 2013, 2, 869
DOI: 10.1021/mz4003886

Soluble Head-to-Tail Regioregular Polythiazoles: Preparation, Properties, and Evidence for Chain-Growth Behavior in the Synthesis via Kumada-Coupling Polycondensation

Frank Pammer, Jakob Jäger, Benjamin Rudolf and Yu Sun

Macromolecules, 2014, 47, 5904
DOI: 10.1021/ma501213g

Synthesis of Poly(3-hexylthiophene), Poly(3-hexylselenophene), and Poly(3-hexylselenophene-alt-3-hexylthiophene) by Direct C–H Arylation Polymerization via N-Heterocyclic Carbene Palladium Catalysts

Yu-Ying Lai, Tsu-Chien Tung, Wei-Wei Liang and Yen-Ju Cheng

Macromolecules, 2015, 48, 2978
DOI: 10.1021/acs.macromol.5b00488

A Highly Efficient Catalytic System for Polycondensation of 2,7-Dibromo-9,9-dioctylfluorene and 1,2,4,5-Tetrafluorobenzene via Direct Arylation

Masayuki Wakioka, Yutaro Kitano and Fumiyuki Ozawa

Macromolecules, 2013, 46, 370
DOI: 10.1021/ma302558z

C–H Arylation Reaction: Atom Efficient and Greener Syntheses of π-Conjugated Small Molecules and Macromolecules for Organic Electronic Materials

Ken Okamoto, Junxiang Zhang, Jeremy B. Housekeeper, Seth R. Marder and Christine K. Luscombe

Macromolecules, 2013, 46, 8059
DOI: 10.1021/ma401190r

Direct (Hetero)arylation Polymerization: Trends and Perspectives

Thomas Bura, J. Terence Blaskovits and Mario Leclerc

J. Am. Chem. Soc., 2016, 138, 10056
DOI: 10.1021/jacs.6b06237

Synthesis of π‐Conjugated Polymer Consisting of Pyrrole and Fluorene Units by Ru‐Catalyzed Site‐Selective Direct Arylation Polycondensation

Wei Lu, Junpei Kuwabara and Takaki Kanbara

Macromol. Rapid Commun., 2013, 34, 1151
DOI: 10.1002/marc.201300303

Direct arylation polycondensation for synthesis of optoelectronic materials

Junpei Kuwabara

Polym J, 2018, 50, 1099
DOI: 10.1038/s41428-018-0101-3

Rapid Access to 2,2′‐Bithiazole‐Based Copolymers via Sequential Palladium‐Catalyzed C–H/C–X and C–H/C–H Coupling Reactions

Qiang Guo, Ruyong Jiang, Di Wu and Jingsong You

Macromol. Rapid Commun., 2016, 37, 794
DOI: 10.1002/marc.201600028

Synthesis of Donor–Acceptor Polymers Containing Thiazolo[5,4-d]thiazole Units via Palladium-Catalyzed Direct Arylation Polymerization

Masayuki Wakioka, Satoru Ishiki and Fumiyuki Ozawa

Macromolecules, 2015, 48, 8382
DOI: 10.1021/acs.macromol.5b01822

Synthesis by Direct Arylation of Thiazole–Derivatives: Regioisomer Configurations–Optical Properties Relationship Investigation

Patricia Chávez, Chheng Ngov, Pierre de Frémont, Patrick Lévêque and Nicolas Leclerc

J. Org. Chem., 2014, 79, 10179
DOI: 10.1021/jo501685t

Synthesis of bithiazole‐based crystalline polymers via palladium‐catalyzed direct CH arylation

Wei Lu, Junpei Kuwabara, Masahiro Kuramochi and Takaki Kanbara

J. Polym. Sci. Part A: Polym. Chem., 2015, 53, 1396
DOI: 10.1002/pola.27611

Cross‐Coupling of Heteroarenes by CH Functionalization: Recent Progress towards Direct Arylation and Heteroarylation Reactions Involving Heteroarenes Containing One Heteroatom

Renzo Rossi, Fabio Bellina, Marco Lessi and Chiara Manzini

Adv Synth Catal, 2014, 356, 17
DOI: 10.1002/adsc.201300922

Synthesis of a thiazole N-oxide-based π-conjugated polymer via direct arylation polycondensation under mild conditions

Junhui Chen, Akito Ichige, Tianyi Cai, Junpei Kuwabara, Takeshi Yasuda and Takaki Kanbara

Polymer, 2025, 337, 129006
DOI: 10.1016/j.polymer.2025.129006

Ru-catalyzed site-selective direct arylation polycondensation viaortho-metalation of pyrrole derivative

T Kanbara, J Kuwabara and W Lu

IOP Conf. Ser.: Mater. Sci. Eng., 2014, 54, 012012
DOI: 10.1088/1757-899X/54/1/012012

Remarkable Ligand Effect of P(2-MeOC6H4)3 on Palladium-Catalyzed Direct Arylation

Masayuki Wakioka, Yuki Nakamura, Michelle Montgomery and Fumiyuki Ozawa

Organometallics, 2015, 34, 198
DOI: 10.1021/om501052g

Direct (Hetero)Arylation: A New Tool for Polymer Chemists

Lauren G. Mercier and Mario Leclerc

Acc. Chem. Res., 2013, 46, 1597
DOI: 10.1021/ar3003305

Simple non-fullerene electron acceptors with unfused core for organic solar cells

Yao Li, Yunhua Xu, Fan Yang, Xudong Jiang, Cheng Li, Shengyong You and Weiwei Li

Chinese Chemical Letters, 2019, 30, 222
DOI: 10.1016/j.cclet.2018.09.014

Pd-catalysed oxidative C–H/C–H coupling polymerization for polythiazole-based derivatives

Qiang Zhang, Yuefeng Li, Yan Lu, Huijing Zhang, Miaomiao Li, Yang Yang, Jing Wang, Yongsheng Chen and Chenxi Li

Polymer, 2015, 68, 227
DOI: 10.1016/j.polymer.2015.05.035

Direct Arylation Polycondensation of Thienothiophenes with Various Dibromoarylenes

Tatsuya Kumada, Yuta Nohara, Junpei Kuwabara and Takaki Kanbara

Bulletin of the Chemical Society of Japan, 2015, 88, 1530
DOI: 10.1246/bcsj.20150235

Synthesis of π‐conjugated poly(arylene)s by polycondensation of 1,4‐bis(3‐methylpyridin‐2‐yl)benzene and aryl dibromides through regiospecific C‐H functionalization process

Akira Yamashita, Hiroki Nishiyama, Shinsuke Inagi and Ikuyoshi Tomita

J. Polym. Sci. Part A: Polym. Chem., 2018, 56, 2771
DOI: 10.1002/pola.29265

Synthesis and Photovoltaic Characterization of Dithieno[3,2‐b:2′,3′‐d]thiophene‐Derived Narrow‐Bandgap Polymers

Enwei Zhu, Bin Ni, Baofeng Zhao, Jiefeng Hai, Linyi Bian, Hongbin Wu and Weihua Tang

Macro Chemistry & Physics, 2014, 215, 227
DOI: 10.1002/macp.201300669