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id, anchor, stato, doi, url, anno, rivista, volume, pagine, editore, tipo, autori, accesso, licenza, pmcid, citata_da, argomenti, parole_chiave, contenuto_letto, tags, cited_in_sections
id anchor stato doi url anno rivista volume pagine editore tipo autori accesso licenza pmcid citata_da argomenti parole_chiave contenuto_letto tags cited_in_sections
29 ref-29 verificata 10.1039/c2ta01318e https://doi.org/10.1039/c2ta01318e 2013 Journal of Materials Chemistry A 1 2795 Royal Society of Chemistry (RSC) journal-article
Shiyong Liu
Minmin Shi
Jia-Chi Huang
Zhengneng Jin
Xiaolian Hu
Junying Pan
Hanying Li
Alex K.‐Y. Jen
Hongzheng Chen
closed null null 131
Catalytic C–H Functionalization Methods
Catalytic Cross-Coupling Reactions
Synthesis and Properties of Aromatic Compounds
diketopyrrolopyrrole
C–H activation
palladium catalysis
direct arylation
conjugated molecules
phosphine-free catalysis
atom economy
optical properties
electrochemical properties
solo_abstract
fonte
bibliografia
1.1.2

[29] Liu (2013) - C–H activation: making diketopyrrolopyrrole derivatives easily accessible

Come è scritta nella tesi

Liu, S.-Y. et al. C–H activation: making diketopyrrolopyrrole derivatives easily accessible. J. Mater. Chem. A 1, 2795 (2013).

Scheda bibliografica

Citazione completa: Liu, S. Y.; Shi, M. M.; Huang, J. C.; Jin, Z. N.; Hu, X. L.; Pan, J. Y.; Li, H. Y.; Jen, A. K. Y.; Chen, H. Z. C–H activation: making diketopyrrolopyrrole derivatives easily accessible. Journal of Materials Chemistry A 2013, 1 (8), 2795. https://doi.org/10.1039/c2ta01318e

  • Pubblicato in: Journal of Materials Chemistry A, vol. 1, n. 8, pp. 2795 (2013)
  • Editore: Royal Society of Chemistry (RSC) · tipo: journal-article
  • ISSN: 2050-7488, 2050-7496
  • Data di pubblicazione: 2012-12-21
  • Lingua: en

Autori e affiliazioni

  • Shiyong Liu (ORCID) - State Key Laboratory of Silicon Materials; Taizhou University; Zhejiang University
  • Minmin Shi (ORCID) - State Key Laboratory of Silicon Materials; Zhejiang University
  • Jia-Chi Huang - State Key Laboratory of Silicon Materials; Zhejiang University
  • Zhengneng Jin - State Key Laboratory of Silicon Materials; Taizhou University; Zhejiang University
  • Xiaolian Hu - State Key Laboratory of Silicon Materials; Zhejiang University
  • Junying Pan - State Key Laboratory of Silicon Materials; Zhejiang University
  • Hanying Li (ORCID) - State Key Laboratory of Silicon Materials; Zhejiang University
  • Alex K.‐Y. Jen (ORCID) - University of Washington; State Key Laboratory of Silicon Materials; Zhejiang University
  • Hongzheng Chen (ORCID) - State Key Laboratory of Silicon Materials; Zhejiang University

Stato della verifica

Verificata (Crossref/OpenAlex) - fonte dati: Crossref + OpenAlex

Dove trovarla

Abstract

Diketopyrrolopyrrole (DPP) derivatives are an important class of high-performance pigment used in inks, paints, plastics, and organic electronics. Until now, DPP derivatives containing sophisticated aryl units at the DPP core have usually been obtained via Suzuki, Stille, or Negishi cross-coupling reactions, which require organometallic precursors. In this work, a series of DPP-based π-conjugated molecules bearing diverse aryl substituents on the thiophene- or benzene-DPPs were facilely synthesized in moderate to excellent yields through the Pd-catalyzed direct arylation of C–H bonds. The synthetic procedures feature advantages over traditional C–C cross-coupling reactions such as: (1) avoidance of the use of organometallic reagents in the starting materials leading to simpler byproducts and higher atom economy, (2) fewer synthetic steps, (3) higher yields, (4) better compatibility with chemically sensitive functional groups, and (5) simpler catalytic systems free of phosphine ligands. These advantages make the present protocol an ideal and versatile strategy for the synthesis of DPP derivatives, especially for structurally complicated DPPs that may possess chemically sensitive functionalities. The optical and electrochemical properties of the synthesized DPPs (17 compounds) were systematically investigated using UV-vis spectroscopy, steady-state fluorescence spectroscopy, and cyclic voltammetry (CV).

(Fonte: OpenAlex. Non è il testo integrale dell'articolo.)

Argomenti e parole chiave

  • Argomenti (OpenAlex): Catalytic C–H Functionalization Methods (Organic Chemistry); Catalytic Cross-Coupling Reactions (Organic Chemistry); Synthesis and Properties of Aromatic Compounds (Organic Chemistry)
  • Parole chiave: diketopyrrolopyrrole, C–H activation, palladium catalysis, direct arylation, conjugated molecules, phosphine-free catalysis, atom economy, optical properties, electrochemical properties
  • Concetti: Stille reaction, Negishi coupling, Aryl, Combinatorial chemistry, Chemistry, Thiophene, Conjugated system, Catalysis, Cyclic voltammetry, Molecule

Contenuto in sintesi

Il testo completo non è ad accesso aperto e non è stato consultato: sono disponibili solo i metadati e l'abstract riportati sopra. Per approfondire, aprire la fonte dal DOI (o tramite biblioteca/abbonamento).

Come è citata nella tesi

  • Sez. 1.1.2 Struttura e reattività (tesi.md r. 339): In due studi indipendenti, i gruppi di ricerca guidati da Marder e Chen[29] hanno esplorato con successo le potenzialità di un particolare precursore DPP (29), impiegandolo come molecola di partenza per reazioni di arilazione diretta condotte in presenza di diversi bromoareni (Figura 25).

Bibliografia della fonte

La fonte cita 53 riferimenti (mostrati i primi 40; elenco completo: https://api.crossref.org/works/10.1039/c2ta01318e):

Lavori correlati (OpenAlex)

  • Synthesis of Mixed Thiophene/Furan Oligomers by Stille Coupling (1998) - https://doi.org/10.1021/jo981159l - citato 66 volte
  • Halogenated 2‘-Chlorobithiazoles via Pd-Catalyzed Cross-Coupling Reactions (2006) - https://doi.org/10.1021/jo0601009 - citato 58 volte
  • Introduction of Aromatic and Heteroaromatic Groups in the 2‐ and 8‐Positions of the Tröger’s Base Core by Suzuki, Stille and Negishi Cross‐Coupling Reactions – A Comparative Study (2005) - https://doi.org/10.1002/ejoc.200500213 - citato 40 volte
  • Comparative Study on the Reactivity of 6‐Haloimidazo[1,2‐a]pyridine Derivatives towards Negishi‐ and Stille‐Coupling Reactions (2003) - https://doi.org/10.1002/hlca.200390290 - citato 20 volte
  • Comparative Study on the Reactivity of 6‐Haloimidazo[1,2‐a]pyridine Derivatives Towards Negishi‐ and Stille‐Coupling Reactions. (2004) - https://doi.org/10.1002/chin.200410143 - citato 1 volte
  • Preparation of 5-Heteroaryl Substituted 1-(4-Fluorophenyl)-1H-indoles via Palladium-Catalyzed Negishi and Stille Cross-Coupling Reactions (2002) - https://doi.org/10.1055/s-2002-33338 - citato 5 volte
  • Preparation of 5‐Heteroaryl Substituted 1‐(4‐Fluorophenyl)‐1H‐indoles via Palladium‐Catalyzed Negishi and Stille Cross‐Coupling Reactions. (2002) - https://doi.org/10.1002/chin.200250087 - citato 1 volte
  • Research Progress of Pd Catalyzed Cross-coupling Reactions Utilized in Solid Phase Organic Synthesis (2011) - citato 0 volte

Metriche

  • Citata 131 volte (OpenAlex); riferimenti nella fonte: 54
  • Citazioni per anno: 2026: 3, 2025: 3, 2024: 7, 2023: 2, 2022: 9, 2021: 6

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