An efficient Buchwald–Hartwig amination protocol enables the synthesis of new branched and polymeric hole transport materials for perovskite solar cells

Ghiglietti, Erika; Podapangi, Suresh Kumar; Mecca, Sara; Mezzomo, Lorenzo; Ruffο, Riccardo; Sassi, Mauro; Mattiello, Sara; Brown, Thomas M.; Beverina, Luca

doi:10.1039/d2ya00135g

Cited by 5 publications

(3 citation statements)

References 29 publications

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“…One of them is particularly remarkable because it is a polymer with a molecular weight in line with the best-reported results in the literature for BH polymerized materials. 169…”

Section: Sustainable Reaction Methodsmentioning

confidence: 99%

“…ticularly remarkable because it is a polymer with a molecular weight in line with the best-reported results in the literature for BH polymerized materials. 169 Scheme 13 Examples of tandem micellar B-H amination and acid-promoted cyclization syntheses of fluorinated acridines.…”

Section: Account Synlettmentioning

confidence: 99%

“…One of them is particularly remarkable because it's a polymer with a molecular weight in line with the best reported results in the literature for B-H polymerized materials. 169 Another valuable approach to improve efficiency and sustainability involves carrying out multiple steps (each of them performed under sustainable conditions) without isolating the intermediates. Building upon our previous experience, we developed a synthesis of fluorinated acridines -up to that point considered particularly challenging substrates -via sequential micellar B-H Amination/Cyclization of Aryl Bromides.…”

Section: Accepted Manuscriptmentioning

confidence: 99%

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Polyconjugated Materials for Printed (Opto)Electronics: Introducing Sustainability

Beverina,

Sassi,

Mattiello

et al. 2023

Synlett

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This account summarizes the impact that the quest for sustainability is having on the field of organic polyconjugate molecules and polymers for plastic (opto)electronics. While at the proof-of-concept level, the design criteria as well as the preferred synthetic strategies to access new and improved materials, have been dominated by the need of performance. The ongoing transition from the lab environment to the industrial scale imposes strict limitations to the cost and overall environmental impact of new materials. We here summarize our efforts devoted to the development of new design criteria and synthetic strategies aimed at improving sustainability - without compromising performances - in organic polyconjugated molecules. The article is composed of three sections: Introduction and motivation, sustainability through improved synthetic methods and through improved design. Outline 1 Introduction and motivation 2 Sustainable reaction methods 2.1 The new tools: reactions in aqueous solution of surfactants 2.2 Intrinsically more sustainable reactions: direct arylation 2.3 Sustainable multistep protocols: combining micellar, solventless and mechanochemical methods. 3 Sustainability as a design criterion: de novo design 4 Conclusion

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“…One of them is particularly remarkable because it is a polymer with a molecular weight in line with the best-reported results in the literature for BH polymerized materials. 169…”

Section: Sustainable Reaction Methodsmentioning

confidence: 99%

Section: Account Synlettmentioning

confidence: 99%

Section: Accepted Manuscriptmentioning

confidence: 99%

See 1 more Smart Citation

Polyconjugated Materials for Printed (Opto)Electronics: Introducing Sustainability

Beverina,

Sassi,

Mattiello

et al. 2023

Synlett

Self Cite

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New Benzotrithiophene‐Based Hole‐Transporting Materials for Perovskite Solar Cells: Succinct Synthesis and PCE Improvement

Hsu

Lee

et al. 2022

ChemistrySelect

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We report a succinct synthesis of benzotrithiophene (BTT) corebased new hole-transporting materials (HTMs) with t-butyl terminal substituents, using boron-and tin-free threefold direct CÀ H/CÀ Br couplings as key transformations. One of the synthesized oligoaryls (YKP05) incorporating additional 3,4-ethylenedioxythiophene (EDOT) moiety as π-spacers displayed significantly improved power conversion efficiency of up to 15.1 % while fabricated in perovskite solar cells as hole-transporting layer.

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Linker Conformation Controls Oxidation Potentials and Electrochromism in Highly Stable Zr-Based Metal–Organic Frameworks

Shupletsov,

Topal,

Schieck

et al. 2024

J. Am. Chem. Soc.

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An efficient Buchwald–Hartwig amination protocol enables the synthesis of new branched and polymeric hole transport materials for perovskite solar cells

Abstract: Perovskite solar cells (PSCs) are experiencing tremendous interest due compatibility with solution processing on a wide range of substrates and very high efficiency. The Hole Transport Layer (HTL) plays a...

Cited by 5 publications

References 29 publications

Polyconjugated Materials for Printed (Opto)Electronics: Introducing Sustainability

Polyconjugated Materials for Printed (Opto)Electronics: Introducing Sustainability

New Benzotrithiophene‐Based Hole‐Transporting Materials for Perovskite Solar Cells: Succinct Synthesis and PCE Improvement

Linker Conformation Controls Oxidation Potentials and Electrochromism in Highly Stable Zr-Based Metal–Organic Frameworks

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