The Cross-selectivity in Pd-catalyzed coupling of simple aryl C-H bonds DOI
Wenjun Lü

Synlett, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 30, 2024

Abstract Pd-catalyzed cross-couplings of C–H bonds have been pursued by researchers to produce unsymmetrical C–C directly for over 50 years. Such are currently prepared Suzuki, Kumada, Stille, Neigishi, Heck, or Sonogashira coupling C–halogen with C–M bonds. A big challenge is obtain high cross-selectivity cross-coupling products, especially when the substrates similar chemical bonds, such as simple arenes. Lu and co-workers studied Pd catalysis in aryl since 2003. This account introduces their strategy, understanding, research control, activation modes, establishment, discusses applications approach synthesis. 1 Introduction 2 Cross-Selectivity Control 3 Conclusion

Language: Английский

19.5% Efficiency organic solar cells enabled by a direct C–H arylation-derived wide-bandgap small-molecule guest donor DOI
Bin Hu,

Shenzheng Gao,

Xin Wang

et al.

Energy & Environmental Science, Journal Year: 2024, Volume and Issue: 17(20), P. 7803 - 7815

Published: Jan. 1, 2024

A tin-free asymmetric small-molecule guest donor ( o PhFO) with a wide bandgap allows PM6: PhFO:BTP-ec9 ternary OSCs to reach champion efficiency of 19.5% by optimizing blend morphology and vertical phase separation as well reducing energy loss.

Language: Английский

Citations

2

Mechanistic study on the reductive elimination of (aryl)(fluoroaryl)palladium complexes: a key step in regiospecific dehydrogenative cross-coupling DOI

Tomoki Iida,

Ryota Sato, Yusuke Yoshigoe

et al.

Dalton Transactions, Journal Year: 2024, Volume and Issue: 53(32), P. 13340 - 13347

Published: Jan. 1, 2024

The regioselectivity for the C–H functionalisation of polycyclic aromatic hydrocarbons is determined not by cleavage step but subsequent reductive elimination step.

Language: Английский

Citations

1

Crafting host materials for narrowband blue OLEDs with low efficiency roll-off by the medium-ring strategy DOI

Yuanyuan Bao,

Anping Luo,

Jingbo Lan

et al.

Science China Chemistry, Journal Year: 2024, Volume and Issue: 67(10), P. 3265 - 3270

Published: July 23, 2024

Language: Английский

Citations

1

Access to Functionalized Amines and Medium N-Heterocycles via Amine-Enabled Remote C–H Alkynylation DOI
Xiaojian Chen, Yang Gao, Jiye Luo

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 14, 2024

By using weakly coordinating amines, we developed remote C-H alkynylation with precise control of reactivity and regioselectivity, enabling modification complex drugs, natural products, materials. The readily transformable alkyne-containing amine products would facilitate expedient delivery molecular libraries functionalized amines medium

Language: Английский

Citations

1

Anisole Processible n‐Type Conjugated Polymers Synthesized via C─H/C─H Oxidative Direct Arylation Polycondensation for Organic Electrochemical Transistors DOI Open Access
Ziwei Yu, Xingyu Jiang, Cheng Shi

et al.

Macromolecular Rapid Communications, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 27, 2024

The development of n-type polymers for organic electrochemical transistors (OECTs) has lagged significantly behind their p-type counterparts. Moreover, these are often synthesized via Stille polycondensation. Herein, three with thiazole-flanked diketopyrrolopyrrole is as the monomer through C─H/C─H oxidative direct arylation polycondensation (Oxi-DArP). This protocol employs unfunctionalized (C─H terminated) monomers, and generated byproducts environmentally benign. electron-deficient polymer backbone confers LUMO energy levels below -4.20 eV, enabling all them to exhibit behavior in OECTs. Additionally, resulting soluble green solvent anisole. With an optimized alkyl spacer between oligo(ethylene glycol) side chain conjugated backbone, gTzDPP-C8 showed best device performance geometry normalized transconductance (g

Language: Английский

Citations

1

Unveiling the Centrosymmetric Effect in the Design of Narrowband Fluorescent Emitters: From Single to Double Difluoroboron Cores DOI
Ge Yang, Junjie Liu, Yudong Yang

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 25, 2024

Narrowband fluorescent emitters are receiving significant attention due to the great potential for creating ultrahigh-definition organic light-emitting diode displays (UHD-OLED). Unveiling innovative mechanisms design new high-performance narrowband is a concerted endeavor in both academic and industrial circles. Theoretical calculations reveal that centrosymmetric dianilido-bipyridine boron difluoride framework (cs-DAPBF2) exhibits significantly reduced structural relaxation compared previously reported asymmetric structures with monofluoroboron cores, opportunities development of emitters. In this work, we present dual chelation-assisted C–H/C–H homocoupling strategy efficiently synthesize 3,3′-amino-2,2′-bipyridine skeleton, enabling straightforward construction series symmetric cs-DAPBF2-based Through molecular optimization, have developed green emitter, cs-DMeAPBF2-MP, which demonstrates narrow full width at half-maximum (fwhm) 20 nm, high photoluminescence quantum yield (ΦPL) 98%, large molar absorptivity (ε) 2.10 × 104 M–1 cm–1, horizontal dipole ratio (Θ//) 77%. These properties make cs-DMeAPBF2-MP promising candidate fabricating high-efficiency, diodes (OLEDs) minimal efficiency roll-off. This study represents first successful application DAPBF2 architecture OLEDs.

Language: Английский

Citations

1

Copper‐Mediated C–H Cyclization of Heterocycles: Facile Access to Multiple Resonance Thermally Activated Delayed Fluorescence Materials DOI Open Access

Liqiu Wan,

Kangmin Wang,

Junxiang Liu

et al.

Advanced Functional Materials, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 8, 2024

Abstract Reported herein is the first example of a copper‐mediated C─H cyclization heterocycles to construct structurally diverse carbonyl‐bridged triphenylamine compounds with multiple resonance thermally activated delayed fluorescence (TADF) characteristics. The one‐pot synthesis method exhibits broad substrate scope and opens new avenue for rapidly screening high‐performance organic TADF luminescent materials. Novel single‐molecule white‐light material 5g anti‐Kasha dual‐emission character time developed shows Commission Internationale de l’Eclairage (CIE) coordinate (0.33, 0.35) in thin film, can be used fabricate robust low cost white light‐emitting diodes (LED). Furthermore, fabricated as water‐dispersed nanoparticles (NPs)NPs, which efficiently endocytosed into HeLa cells dual emission imaging living cells, two‐channel intensity ratio observe intercellular structure.

Language: Английский

Citations

0

De(sulfon)amidative Cyclization: The Synthesis of Dibenzolactams and Dibenzosultams for Organic Light Emitting Diode Materials DOI

Anping Luo,

Zhijie Li, Haohua Chen

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 21, 2024

This study addresses a challenge in organic synthetic chemistry: the direct cleavage of amide bonds, which is typically hampered by thermodynamic stability C(Ar)-C(acyl) bond. Previous methods often rely on "CO" extrusion-jointing transition metal-catalyzed process and require activated tertiary amides, limiting their applicability due to incompatibility with reactive functional groups such as halogens. Herein, we report metal-free approach for deamidative cyclization biaryl diamides via radical process, yielding dibenzolactam derivatives. Along this line, have developed desulfonamidative disulfonamides produce dibenzosultams through nucleophilic aromatic substitution, demonstrating high selectivity unsymmetrical structures. Additionally, sulfamoyl containing both sulfonamide functionalities, can selectively undergo coupling form dibenzolactams, offers complementary pathway unsymmetric dibenzolactams. These protocols exhibit excellent compatibility groups, including halogens, providing an innovative toolbox development thermally delayed fluorescence (TADF) materials used light emitting diodes (OLEDs). DMAC-PDO, incorporating acceptor unit, serves efficient blue TADF emitter maximum external quantum efficiency (EQE

Language: Английский

Citations

0

De(sulfon)amidative Cyclization: The Synthesis of Dibenzolactams and Dibenzosultams for Organic Light Emitting Diode Materials DOI

Anping Luo,

Zhijie Li,

Haohua Chen

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 21, 2024

Abstract This study addresses a challenge in organic synthetic chemistry: the direct cleavage of amide bonds, which is typically hampered by thermodynamic stability C(Ar)−C(acyl) bond. Previous methods often rely on “CO” extrusion‐jointing transition metal‐catalyzed process and require activated tertiary amides, limiting their applicability due to incompatibility with reactive functional groups such as halogens. Herein, we report metal‐free approach for deamidative cyclization biaryl diamides via radical process, yielding dibenzolactam derivatives. Along this line, have developed desulfonamidative disulfonamides produce dibenzosultams through nucleophilic aromatic substitution, demonstrating high selectivity unsymmetrical structures. Additionally, sulfamoyl containing both sulfonamide functionalities, can selectively undergo coupling form dibenzolactams, offers complementary pathway unsymmetric dibenzolactams. These protocols exhibit excellent compatibility groups, including halogens, providing an innovative toolbox development thermally delayed fluorescence (TADF) materials used light emitting diodes (OLEDs). DMAC‐PDO, incorporating acceptor unit, serves efficient blue TADF emitter maximum external quantum efficiency (EQE max ) 23.4 %.

Language: Английский

Citations

0

Reactions of an Anionic Gallylene with Azobenzene or Azide Compounds Through C(sp2)–H and C(sp3)–H Activation DOI Creative Commons
Jinfeng Sun,

F.-Y. Chen,

Juan Liu

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(21), P. 5021 - 5021

Published: Oct. 24, 2024

The activation of inert C-H bonds remains a challenge in current chemistry. Here, we report the excellent reactivity anionic gallylene species [LGa:][Na(THF)

Language: Английский

Citations

0