325958-97-2

Usage

Uses

Used in Organic Synthesis:
2-bromo-5-trimethylsilylpyridine is used as a reagent in organic synthesis for its unique chemical properties. The bromine atom and trimethylsilyl group facilitate various chemical reactions, making it a versatile compound for the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-bromo-5-trimethylsilylpyridine is used as an intermediate in the synthesis of pharmaceutical compounds. Its unique structure allows for the development of new drugs with specific therapeutic properties.
Used in Chemical Research:
2-bromo-5-trimethylsilylpyridine is utilized in chemical research as a model compound to study the reactivity and properties of organosilicon compounds. Its unique structure provides insights into the behavior of similar compounds and contributes to the advancement of chemical knowledge.
Used in Material Science:
In material science, 2-bromo-5-trimethylsilylpyridine can be used as a precursor for the development of new materials with specific properties. Its unique structure and reactivity can contribute to the creation of materials with applications in various industries, such as electronics, coatings, and adhesives.

Upstream product

• 624-28-2 2,5-dibromopyridine 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 1232366-73-2 2-(2-bromophenyl)-5-(trimethylsilyl)pyridine 
• 1360743-54-9 5-trimethylsilyl-2-(4-trimethylsilylphenyl)pyridine 
• 1403779-67-8 2-(2,4-difluorophenyl)-5-(trimethylsilyl)pyridine 
• 1310584-60-1 2-(α-hydroxybenzyl)-5-trimethylsilylpyridine 
• 209624-09-9 5,5′-diiodo-2,2′-bipyridine 
• 128945-73-3 2-phenyl-5-(trimethylsilyl)pyridine 

Relevant academic research and scientific papers

Green phosphorescent homoleptic iridium(III) complexes for highly efficient organic light-emitting diodes

Homoleptic Ir(III) complexes, Ir(ppyTMS)3 and Ir(mPppyTMS)3, based on 2-phenyl-5-(trimethylsilyl)pyridine (ppyTMS) and 2-(1,1′-biphenyl-3′-yl)-5-(trimethylsilyl)pyridine (mPppyTMS) as cyclometalated ligands, respectively, were synthesized for highly efficient green phosphorescent organic light-emitting diodes (OLEDs). The trimethylsilyl and phenyl groups introduced on the 2-phenylpyridine ligand suppressed the intermolecular interactions and the triplet-triplet annihilation process taking place via molecular aggregation, which otherwise decrease the OLED efficiency. The green phosphorescent OLEDs doped with Ir(ppyTMS)3 and Ir(mPppyTMS)3 as green emitters exhibited maximum electroluminescent wavelengths of 525 and 529 nm, respectively, at an optimized doping concentration of 5%. The Commission Internationale de L'Eclairage coordinates of these OLEDs were (0.35,0.62) and (0.37,0.61), respectively, at a luminance of 1000 cd m?2. The maximum external quantum efficiency and maximum power efficiency (PEmax) were 16.6%/66.1 lm W?1 for the Ir(ppyTMS)3 device and 18.1%/70.3 lm W?1 for the Ir(mPppyTMS)3 device, which were higher than those of Ir(ppy)3 without substituents on the 2-phenylpyridine ligand. Moreover, the PEmax value of the Ir(mPppyTMS)3 device is one of the highest values among the reported devices fabricated using homoleptic Ir(III) complexes for green phosphorescent OLEDs.

Synthesis of 9,9′-Spirobifluorenes and 4,5-Diaza-9,9′-spirobifluorenes and Their Application as Affinity Materials for Quartz Crystal Microbalances

Two different classes of aza analogues of 9,9′-spirobifluorenes have been synthesized. These were obtained by either furnishing the spirobifluorene with additional pyridyl moieties or by installing the aza function directly into the spirobifluorene core. These structurally rigid compounds were then evaluated as affinity materials for quartz crystal microbalances and proved to be highly potent for the detection of volatile organic compounds.

ORGANOMETALLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE EMPLOYING THE SAME

Organometallic compounds and organic electroluminescence devices employing the same are provided. The organometallic compound has a chemical structure represented below: In Formula (I), one of R1 and R2 is trimethylsilyl (TMS) and the other is hydrogen, at least one of R3 and R4 is fluorine or C1-6 alkyl, or one of R3 and R4 is fluorine and the other is C1-6 alkyl, n is 2 or 3, and m is 0 or 1, wherein n+m=3.

ORGANOMETALLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME

An organometallic compound represented by Formula 1: [in-line-formulae]M(L1)n1(L2)n2??Formula 1[/in-line-formulae]wherein in Formula 1, M, L1, L2, n1, and n2 are the same as described in the specification.

Organometallic compound and organic light-emitting device including the same

Disclosed are an organometallic compound having excellent electrical properties and thermal stability, and an organic light-emitting device comprising the organometallic compound. The organometallic compound is represented by chemical formula 1.COPYR

Generation and reactions of pyridyllithiums via Br/li exchange reactions using continuous flow microreactor systems

A continuous flow microreactor method for generating and carrying out reactions on pyridyllithiums has been developed based on Br/Li exchange reactions of bromopyridines and dibromopyridines. The reactions can be carried out without using cryogenic conditions by virtue of short residence times and efficient heat transfer, while very low temperatures such as-78 or-110°C are required for conventional batch macro methods. Moreover, sequential introduction of two different electrophiles has been successfully achieved using dibromopyridines in an integrated flow microreactor system composed of four micromixers and four microtube reactors.

Synthesis and characterization of new blue light emitting iridium complexes containing a trimethylsilyl group

New blue iridium complexes with a trimethylsilyl group as a bulky electron donating group, Ir(F2-p-trimethylsilyl)2(fptp) and Ir(F2-m-trimethylsilyl)2(fptp), were synthesized via μ-chloro-bridged dimer and perfluoropropylated triazole-based ancillary ligands and then characterized using various spectroscopic studies. Both Ir(F2-p-trimethylsilyl)2(fptp) and Ir(F 2-m-trimethylsilyl)2(fptp) exhibited high photoluminescence quantum efficiencies of 75 ± 5% and 76 ± 5% in films, respectively. The DFT calculation demonstrated that the new blue iridium complexes have a wide bandgap compared with FIrpic and the Ir(F 2-p-trimethylsilyl)2(fptp) with a trimethylsilyl group in the para position has a slightly deeper HOMO level than that of the Ir(F 2-p-trimethylsilyl)2(fptp) with a trimethylsilyl group in the meta position. The UV-vis absorption and photoluminescent (PL) spectra of the complexes were blue shifted compared with those of FIrpic. The device using the Ir(F2-p-trimethylsilyl)2(fptp) exhibited a maximum external quantum efficiency of 19.3% (at 0.00152 mA cm-2) and commission Internationale de l'Eclairage (CIE) coordinates of (0.145, 0.247).

Flow microreactor synthesis of disubstituted pyridines from dibromopyridines via Br/Li exchange without using cryogenic conditions

A flow microreactor method for the synthesis of disubstituted pyridines by generation of pyridyllithiums followed by reactions with electrophiles has been developed. By using a short residence time and efficient temperature control, the cryogenic conditions required for conventional batch macro processes can be avoided. Sequential introduction of two different electrophiles into dibromopyridines has been achieved using an integrated flow microreactor system composed of four micromixers and four microtube reactors, to obtain disubstituted pyridine compounds.

BIPYRIDINE COMPOUND, TRANSITION METAL COMPLEX, AND METHOD FOR PRODUCTION OF CONJUGATED AROMATIC COMPOUND USING THE TRANSITION METAL COMPLEX

A bipyridine compound represented by the formula (1): wherein R1, R2 and R3 each independently represent a C1-C10 alkyl group which may be substituted etc., and R4, R5, R6, R7 and R8 each independently represent a hydrogen atom etc., a transition metal complex obtained by contacting a bipyridine compound represented by the formula (1) with a compound of a transition metal belonging to Group 9, 10 or 11, and a method for production of a conjugated aromatic compound comprising reacting an aromatic compound (A) wherein one or two leaving groups are bonded to an aromatic ring with an aromatic compound (A) having the same structure as that of the above-mentioned aromatic compound (A) or an aromatic compound (B) being structurally different from the above-mentioned aromatic compound (A) and having one or two leaving groups bonded to an aromatic ring, in the presence of the transition metal complex.

Ruthenium and rhenium complexes with silyl-substituted bipyridyl ligands

The preparation of 5,5′-bis(trimethylsilyl)- (1a) and 5,5′-bis(pentamethyldisilanyl)-2,2′-bipyridines (1b) by dehalogenative coupling of the corresponding 2-bromo-5-silylpyridines is described. Silyl substitution causes broad and red shifted π → π* and σ → π* UV-vis absorption bands; electrochemical reduction is facilitated. With these ligands, a series of ruthenium complexes [Ru(bpy)2(L)](PF6)2 (3a, L = 1a; 3b, L = 1b) and [RuL3](PF6)2 (4a, L = 1a; 4b, L = 1b), as well as rhenium compounds Re (L)(CO)3Cl (5a, L = 1a; 5b, L = 1b) (bpy = 2,2′-bipyridine) were synthesized. These complexes give rise to red-shifted metal-to-lig-and charge-transfer absorptions in the region of 460-480 nm for the ruthenium complexes and around 400 nm for the rhenium complexes. While the oxidation potentials of ruthenium complexes 3a, 3b, 4a, and 4b are almost the same as that of [Ru(bpy)3](PF6)2, reduction of the ruthenium and rhenium complexes occurs at more positive potentials than that of [Ru(bpy)3](PF6)2 and Re(bpy)(CO)3Cl. Band maxima of the metal-to-ligand charge-transfer emission of the ruthenium and the rhenium complexes were observed at 620 and 610 nm, respectively. The results indicate that the LUMO levels of 2,2′-bipyridine and its metal complexes are lowered by electron-accepting effects of trimethylsilyl and pentamethyldisilanyl substituents, while the HOMO level of bpy is elevated by pentamethyldisilanyl substitution due to the effective σ-π conjugation between an Si-Si bonding orbital and a bpy π orbital.