Tag: M.W=250-300

Liu, Xiang-Wie published the artcileBase-Mediated Defluorosilylation of C(sp²)-F and C(sp³)-F Bonds, Product Details of C18H12FN, the publication is Angewandte Chemie, International Edition (2019), 58(7), 2064-2068, database is CAplus and MEDLINE.

The ability to selectively forge C-heteroatom bonds by C-F scission is typically accomplished by metal catalysts, specialized ligands and/or harsh reaction conditions. Described herein is a base-mediated defluorosilylation of unactivated C(sp²)-F and C(sp³)-F bonds that obviates the need for metal catalysts. This protocol was characterized by its simplicity, mild reaction conditions, and wide scope, even within the context of late-stage functionalization, constituting a complementary approach to existing C-Si bond-forming protocols.

Angewandte Chemie, International Edition published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C18H12FN, Product Details of C18H12FN.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Nogi, Keisuke published the artcileAromatic metamorphosis: conversion of an aromatic skeleton into a different ring system, Product Details of C18H12FN, the publication is Chemical Communications (Cambridge, United Kingdom) (2017), 53(29), 4055-4065, database is CAplus and MEDLINE.

Recent advances in the area of “aromatic metamorphosis”, where various aromatic compounds, such as dibenzothiophenes, dibenzofurans, and benzofurans, are transformed into a variety of ring systems using a multi-step strategy or ideally in one step has been reviewed.

Chemical Communications (Cambridge, United Kingdom) published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C18H12FN, Product Details of C18H12FN.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Nakayama, Yuji published the artcileAn Efficient Synthesis of N-(Hetero)arylcarbazoles: Palladium-Catalyzed Coupling Reaction between (Hetero)aryl Chlorides and N-Carbazolylmagnesium Chloride, Quality Control of 57103-14-7, the publication is Advanced Synthesis & Catalysis (2015), 357(10), 2322-2330, database is CAplus.

An efficient method for the synthesis of N-(hetero)arylcarbazoles, useful compounds for functional materials, was reported. Various (hetero)aryl chlorides reacted with N-carbazolylmagnesium chloride in the presence of a palladium catalyst (0.05 to 0.2 mol%) prepared from allylpalladium(II) chloride dimer {[PdCl(allyl)]₂} and di-tert-butyl(2,2-diphenyl-1-methylcyclopropan-1-yl)phosphine (cBRIDP) under mild conditions (110°) in a short period of time (15 min. to 2 h) to give N-(hetero)arylcarbazoles in high yields. The reactions of bromochlorobenzenes proceeded in favor of the bromo group to afford N-(chlorophenyl)carbazoles in a highly selective manner. Functional materials for use in organic light-emitting diodes, such as 1,3-bis(9H-carbazol-9-yl)benzene, 2,6-bis(9H-carbazol-9-yl)pyridine, 4,4′-bis(9H-carbazol-9-yl)biphenyl and 1,3,5-tris(9H-carbazol-9-yl)benzene, were also obtained in high yields within 15 min. by the reaction of (hetero)aryl polyhalides. Optimization of the reaction conditions and a postulated catalytic cycle for the reaction were also discussed.

Advanced Synthesis & Catalysis published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C18H12FN, Quality Control of 57103-14-7.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Zhang, Zhaofei published the artcileSemi-heterogeneous photo-Cu-dual-catalytic cross-coupling reactions using polymeric carbon nitrides, Product Details of C18H12FN, the publication is Science Bulletin (2022), 67(1), 71-78, database is CAplus.

A merger of copper catalysis and semiconductor photocatalysis using polymeric carbon nitride (PCN) for multi-type cross-coupling reactions was developed. This dual catalytic system enables mild C-H arylation, chalcogenation, and C-N cross-coupling reactions under visible light irradiation with a broad substrate scope. Good to excellent yields were obtained with appreciable site selectivity and functional group tolerance. Metal-free and low-cost PCN photocatalyst can easily be recovered and reused several times.

Science Bulletin published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C14H10N2O, Product Details of C18H12FN.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Mallick, Shubhadip published the artcileSilyldefluorination of Fluoroarenes by Concerted Nucleophilic Aromatic Substitution, Product Details of C18H12FN, the publication is Angewandte Chemie, International Edition (2019), 58(1), 283-287, database is CAplus and MEDLINE.

The reaction of readily generated silyl Li reagents with various aryl fluorides to provide the corresponding aryl silanes is reported. DFT calculations reveal that the nucleophilic aromatic substitution of the fluoride anion by the silyl Li reagent proceeds through concerted ipso substitution. In contrast to the classical nucleophilic aromatic substitution, this concerted ionic silyldefluorination also occurs on more electron-rich aryl fluorides.

Angewandte Chemie, International Edition published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C18H12FN, Product Details of C18H12FN.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Liu, Li published the artcileExploring 9-arylcarbazole moiety as the building block for the synthesis of photoluminescent group 10-12 heavy metal diynes and polyynes with high-energy triplet states, Formula: C18H12FN, the publication is Journal of Polymer Science, Part A: Polymer Chemistry (2006), 44(19), 5588-5607, database is CAplus.

A new series of organic-soluble and thermally stable group 10 platinum(II) polyyne polymers functionalized with 9-arylcarbazole moiety trans-[-Pt(PBu₃)₂C≡CRC≡C-]_n (R = 9-arylcarbazole-3,6-diyl; aryl = Ph, p-methylphenyl, p-fluorophenyl) were prepared in good yields by Hagihara’s dehydrohalogenative polymerization of trans-[PtCl₂(PBu₃)₂] with HC≡CRC≡CH under ambient conditions. The regiochem. structures of the polymers were characterized by multinuclear NMR spectroscopy. We discuss the optical spectroscopy of these polymetallaynes and compare the results with their bimetallic mol. model complexes trans-[Pt(Ph)(PEt₃)₂C≡CRC≡CPt(Ph)(PEt₃)₂] as well as its group 11 gold(I) and group 12 mercury(II) congeners [(PPh₃)AuC≡CRC≡CAu(PPh₃)] and [MeHgC≡CRC≡CHgMe]. The structural properties of several model complexes were studied by X-ray crystallog. The influence of the heavy metal atom and the 9-aryl substituent of carbazole on the phosphorescence behavior and the spatial distribution of the lowest singlet (S₁) and triplet (T₁) excitons in these metalated alkynyl systems are comprehensively elucidated. The present work indicates that the efficiency of organic triplet emissions harnessed through the heavy-atom effect of group 10-12 transition metals in the main chain generally follows the order Pt > Au > Hg but the optical properties of the materials are relatively insensitive to the nature of the 9-aryl group on the carbozolyl ring. All of these metallaynyl-carbazole materials with high-energy T₁ states of 2.68 eV or higher show high phosphorescene efficiencies at low temperatures

Journal of Polymer Science, Part A: Polymer Chemistry published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C18H12FN, Formula: C18H12FN.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Ho, Cheuk-Lam published the artcileSynthesis, characterization, photophysics and electrophosphorescent applications of phosphorescent platinum cyclometalated complexes with 9-arylcarbazole moieties, Application of 9-(4-Fluorophenyl)-9H-carbazole, the publication is Journal of Organometallic Chemistry (2009), 694(17), 2735-2749, database is CAplus.

Cyclometalating Pt(II) complexes with substituted 9-arylcarbazolyl chromophores were synthesized and characterized. These complexes are thermally stable and most of them were characterized by x-ray crystallog. The phosphorescence emissions of the complexes are dominated by ³MLCT excited states. The excited state properties of these complexes can be modulated by varying the electronic characteristics of the cyclometalating ligands via substituent effects, thus allowing the emission to be tuned from bright green to yellow, orange and red light. The correlation between the functional properties of these metallophosphors and the results of d. functional theory calculations was made. Because of the propensity of the electron-rich carbazolyl group to facilitate hole injection/transport, the presence of such moiety can increase the HOMO levels and improve the charge balance in the resulting complexes relative to the parent Pt(II) phosphor with 2-phenylpyridine ligand. The solution-processed electrophosphorescent organic light-emitting diodes doped with these Pt-based phosphors were fabricated which showed a maximum external quantum efficiency of 2.77% for the best device, corresponding to a power efficiency of 3.48 lm/W and a luminance efficiency of 8.49 cd/A. The present work enables the rational design of Pt-carbazolyl electrophosphors by synthetically tailoring the structure of carbazolylpyridine ring that can permit good color-tuning versatility suitable for multi-color display technol.

Journal of Organometallic Chemistry published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C18H12FN, Application of 9-(4-Fluorophenyl)-9H-carbazole.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Ho, Cheuk-Lam published the artcilePhosphorescence color tuning by ligand, and substituent effects of multifunctional iridium(III) cyclometalates with 9-arylcarbazole moieties, Recommanded Product: 9-(4-Fluorophenyl)-9H-carbazole, the publication is Chemistry – An Asian Journal (2009), 4(1), 89-103, database is CAplus and MEDLINE.

The synthesis, isomeric studies, and photophys. characterization of multifunctional cyclometalated Ir(III) complexes containing a fluoro- or Me-substituted 2-[3-(N-phenylcarbazolyl)]pyridine mol. framework are presented. All of the complexes are thermally stable solids and highly efficient electrophosphors. The optical, electrochem., photo-, and electrophosphorescence traits of these Ir phosphors were studied in terms of the electronic nature and coordinating site of the aryl or pyridyl ring substituents. The correlation between the functional properties of these phosphors and the results of d. functional theory calculations was made. Arising from the propensity of the electron-rich carbazolyl group to facilitate hole injection/transport, the presence of such a moiety can increase the highest-occupied MO levels and improve the charge balance in the resulting complexes relative to the parent phosphor with 2-phenylpyridine ligands. Remarkably, the excited-state properties can be manipulated through ligand and substituent effects that allow the tuning of phosphorescence energies from bluish green to deep red. Electrophosphorescent organic light-emitting diodes (OLEDs) with outstanding device performance can be fabricated based on these materials, which show a maximum current efficiency of �3.4 cd A^-1, corresponding to an external quantum efficiency of �2.9% ph/el (photons per electron) and a power efficiency of �3.4 Lm W^-1 for the best device. The present work provides a new avenue for the rational design of multifunctional Ir-carbazolyl electrophosphors, by synthetically tailoring the carbazolyl pyridine ring that can reveal a superior device performance coupled with good color-tuning versatility, suitable for multicolor-display technol.

Chemistry – An Asian Journal published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C18H12FN, Recommanded Product: 9-(4-Fluorophenyl)-9H-carbazole.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Guo, Fenglou published the artcileTransition-Metal-Free N-Arylation of Carbazoles and C-Arylation of Tetrahydrocarbazoles by using Diaryliodonium Salts, Category: isoxazole, the publication is Asian Journal of Organic Chemistry (2012), 1(3), 218-221, database is CAplus.

A method for the direct arylation of carbazole derivs, and C-arylation of tetrahydrocarbazole derivatives (substituted indole derivatives) with diaryliodonium salts mediated by potassium tert-butoxide (KOtBu) was developed. The feasibility of an alkynylation of tetrahydrocarbazole by this protocol was also demonstrated. The title compound thus formed was (phenylethynyl)-2,3,4,4a,9,9a-hexahydro-9H-carbazole derivative (I). The advantages of the present reaction include easy handling of this metal-free process. The application of this method to the manufacture of photoelec. functional materials is anticipated. The method may also be applied to the the synthesis of related alkaloids (no data). The synthesis of the target compounds was achieved using 9H-carbazole derivatives, 2,3,4,4a,9,9a-hexahydro-9H-carbazole and 1,2,3,3a,4,8b-hexahydrocyclopent[b]indole as starting materials and diphenyliodonium 1,1,1-trifluoromethanesulfonate (1:1) derivatives as arylation reactants. The title compounds thus formed included 9-phenyl-9H-carbazole derivatives

Asian Journal of Organic Chemistry published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C18H12FN, Category: isoxazole.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Zhou, Yibo published the artcileHighly Efficient Ligands for the Palladium-Assisted Double N-Arylation of Primary Amines for One-Sep Construction of Carbazoles, Name: 9-(4-Fluorophenyl)-9H-carbazole, the publication is Advanced Synthesis & Catalysis (2010), 352(4), 616-620, database is CAplus.

A highly efficient one-pot synthesis of carbazoles via palladium-catalyzed double N-arylation of primary amines with 2,2′-dihalobiphenyls is described using (Pd₂dba₃) as catalyst and I or II as the ligand. The process is effective for double N-arylation of 2,2′-biphenyl dibromide, diiodide, and even dichloride with a variety of primary amines including neutral, electron-rich, electron-deficient, and sterically hindered anilines as well as aliphatic amines.

Advanced Synthesis & Catalysis published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C3H5F3O, Name: 9-(4-Fluorophenyl)-9H-carbazole.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem