171820-17-0Relevant articles and documents
Coumarin-pyridine push-pull fluorophores: Synthesis and photophysical studies
Chupakhin, Oleg N.,Fatykhov, Ramil F.,Khalymbadzha, Igor A.,Kopchuk, Dmitry S.,Nikonov, Igor L.,Savchuk, Maria I.,Sharapov, Ainur D.,Shtaitz, Yaroslav K.,Starnovskaya, Ekaterina S.,Zyryanov, Grigory V.
, (2021/11/11)
A series of coumarin-pyridine-based push-pull fluorophores were prepared starting from 1,2,4-triazines by using direct C-H functionalization (SNH-reaction)–Diels-Alder–retro Diels-Alder domino reaction sequence. This efficient synthetic strategy allowed to obtain a series of 19 coumarin-pyridine fluorophores. Their photophysical properties were studied. While pyridine-substituted derivatives of 4-alkylcoumarins may be considered as alternative to coumarin dyes characterized by emission maxima mainly in a visible region with wavelengths of 402–415 nm, absorption in the UV range at 210–307 nm, and good photoluminescence quantum yields of 6–19%, all the derivatives of 4-phenylcoumarin did not exhibit any noticeable fluorescence. More detailed photophysical studies were carried out for two the most representative derivatives of 4-alkyl-coumarin-pyridines to demonstrate their positive solvatochromism, and the collected data were analyzed by using Lippert-Mataga equation, as well as Kosower and Dimroth/Reichardt scales. The obtained results demonstrate that the combining two chromophore systems, such as 2,5-diarylpyridine and coumarin ones, is promising in terms of improving the photophysical properties of the new coumarin-pyridine hybrid compounds.
Efficient Suzuki-Miyaura mono-arylation of symmetrical diiodo(hetero)arenes
Sapegin, Alexander,Krasavin, Mikhail
supporting information, p. 1948 - 1951 (2018/04/16)
A reliable protocol for converting 1,4-diiodo-2,3,5,6-tetrafluorobenzene into 1-(hetero)aryl-4-iodo-2,3,5,6-tetrafluorobenzene derivatives has been lacking in the literature. We have identified optimal conditions to achieve this conversion in good yields and have minimized formation of the bis-coupling product. The newly identified protocol involving the use of a syringe pump has been extended to other symmetrical diiodo(hetero)arenes.
Preparation method of phenyl triazine compound and preparation method of phenyl pyridine compound
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, (2018/10/19)
The invention relates to the technical field of compound synthesis, in particular to a preparation method of phenyl triazine compound and preparation method of the phenyl pyridine compound, the preparation method of phenyl triazine compound and preparation method of phenyl pyridine compound takes the compound having the structure represented by the formula (I), the compound having the structure represented by the formula (II), organic protic acid, the ammonium salt and the first organic solvent to undergo nucleophilic addition reaction and ring reaction to prepare the phenyl triazine compoundwith the structure shown by the formula (III), no noble metal catalyst is needed in the reaction, the reaction yield and the purity are higher, and then carries out inverse Diels-Alder reaction with the phenyl triazine compound prepared by the above method with the structure shown in the formula (III), the norbornene diene and the second organic solvent to obtain the phenyl pyridine compound withthe structure represented by the formula (VI), wherein no noble metal catalyst is needed in the reaction, the reaction yield and purity are both high. Besides, the preparation method provided is concise in route, good in process controllability, low in cost and easy for industrial production.
Aryl 5-substitution of a phenyl-pyridine based ligand as a viable way to influence the opto-electronic properties of bis-cyclometalated Ir(iii) heteroleptic complexes
Grisorio, Roberto,Suranna, Gian Paolo,Mastrorilli, Piero,Mazzeo, Marco,Colella, Silvia,Carallo, Sonia,Gigli, Giuseppe
, p. 8939 - 8950 (2013/07/27)
This manuscript reports on the synthesis, the photophysical study and the electroluminescent properties of a series of heteroleptic cyclometalated iridium(iii) complexes based on 2,5-diaryl-pyridines as C^N cyclometalating ligands and acetylacetonate as ancillary ligand. The complexes were characterised by elemental analysis, ESI-MS, multinuclear NMR, TGA and electrochemistry. Their optical properties were investigated by UV-Vis and photoluminescence. DFT and TD-DFT calculations provided further insights into the effects of the 5-aryl substitution on the electronic and photophysical properties of the new complexes. The presence of suitable π-extended ligands exerts a beneficial effect on the performances of the corresponding solution-processed light-emitting diodes, leading to a maximum brightness of 10620 cd m-2 at a current efficiency of 10.0 cd A-1.
Synthesis of 2,5- and 3,5-diphenylpyridine derivatives for DNA recognition and cytotoxicity
Jacquemard, Ulrich,Routier, Sylvain,Dias, Nathalie,Lansiaux, Amelie,Goossens, Jean-Francois,Bailly, Christian,Merour, Jean-Yves
, p. 1087 - 1095 (2007/10/03)
A series of 2,5- and 3,5-diphenylpyridine derivatives was synthetised in high yields. A versatile chemical strategy allows the design of diphenylpyridines differently substituted with cationic or neutral side chains. The interaction of the molecules with