Addressing Synthetic Complexity in Conjugated Polymers: New Synthetic Methods for the Acceptor Units 2,1,3‐Benzothiadiazole, 2,3‐Dihexylquinoxaline, and 2<i>H</i>‐Benzotriazole

In an attempt to address the growing problem of synthetic complexity in conjugated organic polymers, the synthesis of the common acceptor units 2,1,3‐benzothiadiazole (BTD), quinoxaline (Qx), and 2 H ‐benzotriazole (BTA) have been revisited, along with their dibromo derivatives necessary for use in catalytic cross‐coupling. In addition to reducing the total number of synthetic steps, efforts have been made to reduce hazardous reagents and simplify purification. Synthetic complexity index values for both established and newly reported methods are then generated in order to provide a qualitative evaluation of the reduced contribution of these common building blocks to the synthetic complexity of all materials that contain them.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2025-04-24
DOI
https://doi.org/10.1002/ejoc.202500379
Citations
2
Primary Topic
Synthesis and properties of polymers
Type
article
Field-Weighted Citation Impact
1.21

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article

Addressing Synthetic Complexity in Conjugated Polymers: New Synthetic Methods for the Acceptor Units 2,1,3‐Benzothiadiazole, 2,3‐Dihexylquinoxaline, and 2H‐Benzotriazole

Maxwell J. Bultman, Seth C. Rasmussen, Wyatt D. Wilcox, H Hanson
2 citations
European Journal of Organic Chemistry
Synthesis and properties of polymers
1.21
article

Addressing Synthetic Complexity in Conjugated Polymers: New Synthetic Methods for the Acceptor Units 2,1,3‐Benzothiadiazole, 2,3‐Dihexylquinoxaline, and 2H‐Benzotriazole

Maxwell J. Bultman, Seth C. Rasmussen, Wyatt D. Wilcox, H Hanson
article en
2 citations

Abstract

In an attempt to address the growing problem of synthetic complexity in conjugated organic polymers, the synthesis of the common acceptor units 2,1,3‐benzothiadiazole (BTD), quinoxaline (Qx), and 2 H ‐benzotriazole (BTA) have been revisited, along with their dibromo derivatives necessary for use in catalytic cross‐coupling. In addition to reducing the total number of synthetic steps, efforts have been made to reduce hazardous reagents and simplify purification. Synthetic complexity index values for both established and newly reported methods are then generated in order to provide a qualitative evaluation of the reduced contribution of these common building blocks to the synthetic complexity of all materials that contain them.

European Journal of Organic ChemistryVol. 28(27)
Dakota State University (US), North Dakota State University (US)
National Science Foundation, North Dakota State University, Division of Chemistry
Openalex Percentile: Top 24%
Synthesis and properties of polymers
1.21
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