1208075-99-3

Usage

Structure

A derivative of benzene with bromine, fluorine, and iodine substituents attached to different carbon positions on the benzene ring.

Functional groups

Halogenated aromatic compound

Applications

a. Building block in the synthesis of various pharmaceuticals and agrochemicals
b. Reagent in organic chemistry transformations such as palladium-catalyzed cross-coupling reactions

Reactivity

Exhibits significant reactivity due to the presence of several halogen atoms

Chemical reactions

Can participate in a variety of chemical reactions

Synthesis

Used in the synthesis of complex organic compounds for various applications

Physical properties

Not provided in the material, but typically, halogenated aromatic compounds are liquids or solids with varying degrees of volatility and solubility in organic solvents.

Safety

Not provided in the material, but generally, halogenated compounds may have specific handling and disposal requirements due to their potential toxicity and environmental impact.

Upstream product

• 348-57-2 2,4-difluorobromobenzene 

Relevant academic research and scientific papers

Deep blue phosphorescent iridium(III) cyclometalates with o-carboranes

Heteroleptic iridium(III) cyclometalates, [5-(2-MeCB)dfppy]2Ir(LX) (2-MeCB = 2-methyl-o-carboran-1-yl; dfppy = 2-(4,6-difluorophenyl)pyridinato-C2,N; LX = picolinate (5a) or tetrakis(1-pyrazolyl)borate (5b)), with o-carborane at the 5-position of the phenyl ring of the dfppy ligand were prepared to investigate the impact of the o-carborane cage on the blue phosphorescence of complexes. X-ray diffraction analysis of 5a revealed a distorted octahedral coordination geometry around the iridium center with the peripheral carborane substitution of the dfppy ligand. The absorption and emission bands of 5a and 5b were hypsochromically shifted relative to those of the sky blue (dfppy)2Ir(pic) (FIrpic) complex, resulting in deep blue phosphorescence (λPL = 459 nm for 5a and 452 nm for 5b vs. 468 nm for FIrpic). The complexes showed high to moderate quantum efficiencies in toluene (ΦPL = 0.89 for 5a; 0.47 for 5b) and in PMMA film (ΦPL = 0.45 for 5a; 0.34 for 5b), despite a large decrease in quantum efficiency in THF. A slight decrease in quantum efficiency was observed with increasing doping concentrations of the complexes in PMMA films, indicating suppression of the emission quenching owing to the steric bulkiness of the 2-Me-o-carborane cage. Anodic shifts in the oxidation potentials of 5a and 5b compared with that of FIrpic indicated that the stabilization of the HOMO level by the inductive electron-withdrawing effect of the o-carborane is responsible for the deep blue emission of 5a and 5b.