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

Synthetic progress of organic thermally activated delayed fluorescence emitters via C–H activation and functionalization DOI

Fan Ni,

Yipan Huang,

Longzhen Qiu

et al.

Chemical Society Reviews, Journal Year: 2024, Volume and Issue: 53(11), P. 5904 - 5955

Published: Jan. 1, 2024

Thermally activated delayed fluorescence (TADF) emitters have become increasingly prominent due to their promising applications across various fields, prompting a continuous demand for developing reliable synthetic methods access them. This review aims highlight the progress made in last decade synthesizing organic TADF compounds through C-H bond activation and functionalization. The begins with brief introduction basic features design principles of emitters. It then provides an overview advantages concise development transformations constructing Subsequently, it summarizes both transition-metal-catalyzed non-transition-metal-promoted used synthesis Finally, gives outlook on further challenges potential directions this field.

Language: Английский

Citations

8
Tetracyclic aromatic lactam-substituted tin-free donors for high-efficiency ternary organic solar cells via regulation of pre-aggregation and crystallization kinetics DOI
Bin Hu, Chenyang Zhang,

Xin Wang

et al.

Chemical Engineering Journal, Journal Year: 2024, Volume and Issue: 489, P. 150968 - 150968

Published: April 2, 2024

Language: Английский

Citations

5
Spirobifluorene-based hole-transporting materials for RGB OLEDs with high efficiency and low efficiency roll-off DOI Creative Commons
Qian Li, Yusong Guo, Jingbo Lan

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

In this work, we designed and synthesized three spirobifluorene (SBF)-based hole-transporting materials (HTMs) by incorporating the di-4-tolylamino group at different positions of SBF skeleton. These demonstrate excellent thermal stability with decomposition temperatures (

Language: Английский

Citations

5
Advances in Organic Materials for Next-Generation Optoelectronics: Potential and Challenges DOI Creative Commons
Ghazi Aman Nowsherwan, Qasim Ali, Usman Ali

et al.

Organics, Journal Year: 2024, Volume and Issue: 5(4), P. 520 - 560

Published: Nov. 11, 2024

This review provides a comprehensive overview of recent advancements in the synthesis, properties, and applications organic materials optoelectronics sector. The study emphasizes critical role development state-of-the-art optoelectronic devices such as solar cells, thin-film transistors, OLEDs. further examines structure, operational principles, performance metrics devices. Organic have emerged promising candidates due to their low-cost production potential for large-area or flexible substrate applications. Additionally, this highlights physical mechanisms governing properties high-performance materials, particularly photoinduced processes relevant charge carrier photogeneration. It discusses unique benefits over traditional inorganic including light weight, simple processing, flexibility. report delves into challenges related stability, scalability, performance, while highlighting wide range electronic exhibited by which are performances Furthermore, it addresses need research field achieve consistent across different types

Language: Английский

Citations

5
Crafting 1,4-diaryl spirobifluorene hosts in OLEDs via interannular C−H arylation: synergistic effects of molecular linearity and orthogonality DOI Creative Commons
Qian Shu Li, Zhiqian Yu, Qianhui Liu

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(27), P. 10547 - 10555

Published: Jan. 1, 2024

Design concept of introducing linear structure into orthogonal configuration is presented. To validate this concept, 1,4-diaryl spirobifluorenes are synthesized via interannular selective C–H arylation, proving to be excellent pure hydrocarbon hosts.

Language: Английский

Citations

4
Harnessing the enol/keto-form emission of ESIPT: mechanochromism, multi-channel imaging, and detection of a chemical warfare agent mimic DOI

Kangmin Wang,

Min Zhang,

Danni Yang

et al.

Science China Materials, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 2, 2025

Language: Английский

Citations

0
Ruthenium-catalyzed C–H bond activation and annulation of phenothiazine-3-carbaldehydes: facile access to dual-emission materials DOI Creative Commons
Junxiang Liu,

Kangmin Wang,

Liqiu Wan

et al.

Chemical Science, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A ruthenium-catalyzed C–H bond activation and annulation reaction efficiently constructed the structurally diverse pyrido[3,4- c ]phenothiazin-3-iums with anti-Kasha dual-emission TADF characteristics.

Language: Английский

Citations

0
Synthesis of Polycyclic Heteroarenes via Rh(III)-Catalyzed Twofold C-H Activation of 3-Aryl-2H-benzo[b][1,4]oxazines and Annulation with α-Diazo-β-ketoesters DOI

Yiyue Li,

Li Song,

Haokang Du

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 14, 2025

An efficient Rh(III)-catalyzed annulation between 3-aryl-2H-benzo[b][1,4]oxazines and α-diazo-β-ketoesters was developed, affording a series of polycyclic heteroarenes in moderate to excellent yields with good functional group compatibility. The procedure featured high efficiency, redox neutrality, twofold ortho-C-H activation, dual [4 + 2] annulation. Moreover, several important intermediates products have been isolated as powerful evidence for the proposed reaction mechanism.

Language: Английский

Citations

0
C–H/C–H Oxidative Direct Arylation Polycondensation to Isoindigo-Based n-Type Conjugated Polymers DOI
Yibo Shi, Xuwen Zhang, Tianzuo Wang

et al.

Macromolecules, Journal Year: 2024, Volume and Issue: 57(9), P. 4158 - 4166

Published: April 24, 2024

Two high molecular weight conjugated polymers (CPs), i.e., poly[N,N′-bis(4-tetradecyloctadecyl)-7,7′-difluoroisoindigo-alt-2,2′-bithiazole] (P2FI2Tz) and poly[N,N′-bis(4-tetradecyloctadecyl)-5,5′,7,7′-tetrafluoroisoindigo-alt-2,2′-bithiazole] (P4FI2Tz), were synthesized via C–H/C–H oxidative direct arylation polycondensation (Oxi-DArP) using PdCl2/CuCl/Cu(OAc)2 as catalytic system chlorobenzene solvent. Both are unipolar n-type semiconductors with electron mobility (μe) > 0.2 cm2 V–1 s–1, attributed to their low-lying highest occupied orbitals (HOMOs) lowest unoccupied orbital (LUMOs), which −6.01/–3.69 −6.24/–3.82 eV for P2FI2Tz P4FI2Tz, respectively. was also C–Br/C–H (DArP) Stille polycondensation. The resultant P2FI2Tz-D P2FI2Tz-S showed slightly lower μe compared Oxi-DArP-made polymer (P2FI2Tz-O1) a similar weight. Notably, Oxi-DArP is much faster more efficient than DArP number-average (Mn) above 40 kDa, obtained in 9 h of Oxi-DArP, significantly shorter 24 Mn 191 kDa could be by extending the polymerization time 16 h. Our results prove an protocol synthesize semiconductors. This first comparative study on three methods, DArP,

Language: Английский

Citations

2
Theoretical interpretation of electron delocalization potential of the substituent in o-hydroxynaphthalidene-p-substituted anilines for prospective molecular electronics applications DOI Creative Commons

Supriya Priyambada Biswal,

Prabhudatta Hota,

Manas Ranjan Dash

et al.

Deleted Journal, Journal Year: 2024, Volume and Issue: 1(1)

Published: Aug. 27, 2024

The delocalization phenomenon plays a vital role in the electron transport properties of molecule, which is essential for developing molecular-based electronics. current work examined potential five theoretically designed low molecular weight anils, o-hyroxynaphthalidene-p-substitutedanilines(NP-X) with substituent X(X = -CH3, -NO2, -OCH3, and –Cl) being placed phenyl ring at p- position to its functional moiety, azomethine linkage compared compound without substitution(X H). geometric optimization through DFT B3LYP/6-311G (d, p) level basis set indicated anils be coplanar. Theoretical FTIR could discriminate aromatic aliphatic C-H vibrational frequencies confirm vectorial flow electrons when o-OH group p-NO2 were two extreme ends anil, further supported by Natural Bond Orbital analysis. Atomic charge analysis significant effect on carbon atom. It followed order: OCH3 < CH3 H Cl NO2 parallel σp values corresponding substituent. electrostatic mapping identified nitrogen as an electron-rich centre. global local reactivity parameters highest tendency substituted accept among other compounds. HOMO–LUMO energy gap NP-X predicted from Localized Molecular was found NP-H: 4.02 eV, NP-CH3: 3.94 NP-NO2: 3.69 NP-OCH3: 4.18 NP-Cl: 4.10 eV. overall studies corroborated optimized NP-NO2 lowest HUMO-LUMO gap, would better suited electronic devices than others. importance searching probe develop electronics device applications has been discussed.

Language: Английский

Citations

2