scholarly journals Synthesis, Characterization and Coordination Chemistry of a Phenanthridine-Containing N-Heterocyclic Carbene Ligand

2020 ◽  
Author(s):  
Rajarshi Mondal ◽  
Robert J. Ortiz ◽  
Jason D. Braun ◽  
David E. Herbert
Keyword(s):  
Coordination Chemistry ◽  
Metal Ion ◽  
Photophysical Properties ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Coordination Complex ◽  
Imidazolium Salt ◽  
Cross Coupling Reaction

An N-heterocyclic carbene ligand precursor bearing a π-extended phenanthridine (3,4-benzoquinoline) unit is presented. The proligand was isolated as the imidazolium salt of chloride (1•HCl), bromide (1•HBr) or hexafluorophosphate (1•HPF6) counterions. These salts can be deprotonated and the carbene installed on silver centres using Ag2O as both a base and a source of metal ion. The resulting Ag(I) complex (1)AgCl can be used in a transmetalation reaction to generate a Pd(II) coordination complex (1)Pd(CH3CN)Cl2. The characterization and photophysical properties of these complexes is presented, along with a demonstration of the utility of (1)Pd(CH3CN)Cl2 in mediating a catalytic C-N cross-coupling reaction for the preparation of the pharmaceutical Piribedil.

Regioselective Oxidative Cross-Coupling Reaction: Synthesis of Imidazo[1,2-a]pyridine Fluorophores

Synthesis ◽  
2021 ◽  
Author(s):  
Xianglong Chu ◽  
Yadi Niu ◽  
Chen Ma ◽  
Xiaodong Wang ◽  
Yunliang Lin ◽  
...  
Keyword(s):  
Photophysical Properties ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Quantum Yields ◽  
Fluorescence Quantum Yields ◽  
Cross Coupling Reaction ◽  
Color Tunable ◽  
Palladium Catalyzed ◽  
Structure Relationship ◽  
High Fluorescence

AbstractA rapid access to a series of N-heteroarene fluorophores has been developed on the basis of the palladium-catalyzed direct oxidative C–H/C–H coupling of imidazo[1,2-a]pyridines with thiophenes/furans. The photophysical properties–structure relationship was systematically investigated. The resulting N-heteroarene fluorophores present color-tunable emissions (λem: 431–507 nm in CH2Cl2) and high fluorescence quantum yields (up to 91% in CH2Cl2).

Synthesis and photophysical properties of pyrene-based green fluorescent dyes: butterfly-shaped architectures

2014 ◽  
Vol 12 (40) ◽  
pp. 7914-7918 ◽  
Author(s):  
Devendar Goud Vanga ◽  
Mithun Santra ◽  
Ashok Keerthi ◽  
Suresh Valiyaveettil
Keyword(s):  
Fluorescent Dyes ◽  
Photophysical Properties ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction ◽  
Green Fluorescent ◽  
Fluorescent Compounds

A few pyrene-based fluorescent compounds were synthesized using Pd/Cu-catalyzed cross-coupling reaction.

scholarly journals Highly Luminescent 4H-1,2,4-Triazole Derivatives: Synthesis, Molecular Structure and Photophysical Properties

Materials ◽  
2020 ◽  
Vol 13 (24) ◽  
pp. 5627
Author(s):  
Monika Olesiejuk ◽  
Agnieszka Kudelko ◽  
Marcin Świątkowski
Keyword(s):  
Photophysical Properties ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Luminescent Properties ◽  
Boronic Acids ◽  
Molecular Structures ◽  
X Ray ◽  
Cross Coupling Reaction ◽  
Alternative Approach ◽  
Large Quantum

An alternative approach to the Suzuki cross-coupling reaction is used to synthesize a series of new luminophores based on 4-alkyl-4H-1,2,4-triazole cores conjugated via 1,4-phenylene linker to fused-bicyclic and tricyclic aromatic, or heteroaromatic arrangements. The described methodology allows one to conduct the coupling reaction with the use of commercially available boronic acids in the presence of conventional solvents or ionic liquids and produced excellent yields. It was found that the use of ultrasounds or microwaves significantly accelerates the reaction. The obtained compounds exhibited high luminescent properties and a large quantum yield of emitted photons. The X-ray molecular structures of three highly conjugated 4H-1,2,4-triazole representatives are also presented.

scholarly journals Carbazole- and Triphenylamine-Substituted Pyrimidines: Synthesis and Photophysical Properties

Molecules ◽  
2019 ◽  
Vol 24 (9) ◽  
pp. 1742 ◽  
Author(s):  
Sylvain Achelle ◽  
Julián Rodríguez-López ◽  
Massinissa Larbani ◽  
Rodrigo Plaza-Pedroche ◽  
Françoise Robin-le Guen
Keyword(s):  
Solid State ◽  
Blue Light ◽  
Photophysical Properties ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Pyrimidine Derivatives ◽  
Absorption Bands ◽  
Cross Coupling Reaction

A series of pyrimidine derivatives bearing one, two or three triphenylamine/9-ethylcarbazole substituents has been synthesized by Suzuki cross-coupling reaction. All compounds showed absorption bands in the UV region and the emission of violet-blue light upon irradiation. Protonation led to quenching of the fluorescence, although some derivatives remained luminescent with the appearance of a new red-shifted band in the spectra. Accurate control of the amount of acid enabled white photoluminescence to be obtained both in solution and in solid state.

β-Substituted triarylborane appended porphyrins: photophysical properties and anion sensing

RSC Advances ◽  
2015 ◽  
Vol 5 (34) ◽  
pp. 27069-27074 ◽  
Author(s):  
Rekha Sharma ◽  
Prabhat Gautam ◽  
Rajneesh Misra ◽  
Sanjeev K. Shukla
Keyword(s):  
Photophysical Properties ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Anion Sensing ◽  
Cross Coupling Reaction

β-Substituted triarylborane porphyrins were designed and synthesized by the Pd-catalyzed Sonogashira cross-coupling reaction.

scholarly journals Synthesis and Photophysical Properties of Substituted Pyrimidines

2019 ◽  
Author(s):  
Sylvain Achelle ◽  
Julián Rodríguez-López ◽  
Massinissa Larbani ◽  
Rodrigo Plaza-Pedroche ◽  
Françoise Robin-le Guen
Keyword(s):  
Solid State ◽  
Blue Light ◽  
Photophysical Properties ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Pyrimidine Derivatives ◽  
Absorption Bands ◽  
Cross Coupling Reaction

A series of pyrimidine derivatives bearing one, two or three triphenylamine/9-ethylcarbazole substituents has been synthesized by Suzuki cross-coupling reaction. All compounds showed absorption bands in the UV region and the emission of violet-blue light upon irradiation. Protonation led to quenching of the fluorescence, although some derivatives remained luminescent with the appearance of a new red-shifted band in the spectra. Accurate control of the amount of acid enabled white photoluminescence to be obtained both in solution and in solid state.

Ferromagnetic Chain Based on Verdazyl-Nitroxide Diradical

2020 ◽  
Author(s):  
Evgeny Tretyakov ◽  
Svetlana Zhivetyeva ◽  
Pavel Petunin ◽  
Dmitry Gorbunov ◽  
Nina Gritsan ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Ferromagnetic Coupling ◽  
Nitronyl Nitroxide ◽  
Triplet Ground State ◽  
One Dimensional ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
Ferromagnetic Chain ◽  
High Yields

<p>Verdazyl-nitroxide diradicals were synthesized using the palladium-catalyzed cross-coupling reaction of the corresponding iodoverdazyls with a nitronyl nitroxide-2-ide gold(I) complex with high yields (up to 82%). The synthesized diradicals were found to be highly thermally stable and have a singlet (D<i>E</i><sub>ST</sub> » -64 cm<sup>–1</sup>) or triplet ground state (D<i>E</i><sub>ST</sub> ³ 25 and 100 cm<sup>–1</sup>), depending on which canonical hydrocarbon diradical type they belong to. Upon crystallization, triplet diradicals form unique one-dimensional (1D) spin <i>S</i> = 1 chains of organic diradicals with intrachain ferromagnetic coupling of <i>J</i>′/<i>k</i><sub>B</sub> from 3 to 6 K.</p>

An Iron-Based Catalyst Enables The Enantioconvergent Synthesis of Chiral 1,1-Diarylalkanes Through a Suzuki-Miyaura Cross-Coupling Reaction

2020 ◽  
Author(s):  
Chet Tyrol ◽  
Nang Yone ◽  
Connor Gallin ◽  
Jeffery Byers
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Radical Intermediates ◽  
Cross Coupling Reactions ◽  
Cross Coupling Reaction ◽  
Boronic Esters ◽  
Carbon Centered Radical ◽  
Iron Based ◽  
High Yields

By using an iron-based catalyst, access to enantioenriched 1,1-diarylakanes was enabled through an enantioselective Suzuki-Miyaura crosscoupling reaction. The combination of a chiral cyanobis(oxazoline) ligand framework and 1,3,5-trimethoxybenzene additive were essential to afford high yields and enantioselectivities in cross-coupling reactions between unactivated aryl boronic esters and a variety of benzylic chlorides, including challenging ortho-substituted benzylic chloride substrates. Mechanistic investigations implicate a stereoconvergent pathway involving carbon-centered radical intermediates.

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