23835-00-9

Usage

Chemical structure

A boron-rich cluster compound with a closo-carborane core and a 3-bromophenyl group attached to one of its carbon atoms.

Family

Carboranes, a class of boron-rich cluster compounds.

Physical and chemical properties

Carboranes are known for their unique physical and chemical properties, which include high thermal stability, chemical inertness, and hydrophobicity.

Applications

Carboranes have a variety of applications in materials science, medicine, and catalysis.

Functionalization potential

The presence of the bromophenyl group in 1-(3-bromophenyl)-1,2-closo-carborane makes it potentially useful for further functionalization and modification to tailor its properties for specific applications.

Research interest

The compound is of interest to researchers studying boron chemistry and its potential applications in various fields.

Stability

Due to the closo-carborane core, the compound is expected to have high thermal stability and chemical inertness.

Hydrophobicity

The presence of the closo-carborane core and the bromophenyl group contributes to the hydrophobic nature of the compound.

Synthesis

The compound can be synthesized through various methods, such as the reaction of a closo-carborane with a suitable bromophenyl precursor.

Reactivity

The compound may exhibit reactivity towards nucleophiles or other reactive species due to the presence of the bromophenyl group, allowing for further functionalization.

Upstream product

• 16872-09-6 1,2-dicarba-closo-dodecaborane⁽¹²⁾ 
• 591-18-4 1-Bromo-3-iodobenzene 
• 17702-41-9 nido-decaborane 
• 766-81-4 3-bromophenylacetylene 

Downstream Products

• 1416696-35-9 1-(3-bromophenyl)-2-methyl-1,2-closo-carborane 

Relevant academic research and scientific papers

Carboranes Tuning the Phosphorescence of Iridium Tetrazolate Complexes

New iridium tetrazolate complexes containing o-, m-, or p-carboranyl substitution in different positions of a phenylpyridine ligand have been prepared. The carborane isomers and the effect of their substitution position in the tuning of optical properties

Phosphorescence color tuning of cyclometalated iridium complexes by o-carborane substitution

Heteroleptic (Ca?N)2Ir(acac) (C a?N = 4-CBppy (1); 5-CBppy (2), 4-fppy (4) CB = ortho-methylcarborane; ppy = 2-phenylpyridinato-C2,N, 4-fppy = 2-(4-fluorophenyl)pyridinato-C2,N, acac = acetylacetonate) complexes were prepared and characterized. While 1 exhibits a phosphorescence band centered at 531 nm, which is red-shifted compared to that of unsubstituted (ppy)2Ir(acac) (3) (λem = 516 nm), the emission spectrum of 2 shows a blue-shifted band at 503 nm. Comparison with the emission band for the 4-fluoro-substituted 4 (λem = 493 nm) indicates a substantial bathochromic shift in 1. Electrochemical and theoretical studies suggest that while carborane substitution on the 4-position of the phenyl ring lowers the 3MLCT energy by a large contribution to lowest unoccupied molecular orbital (LUMO) delocalization, which in turn assigns the lowest triplet state of 1 as [dπ(Ir)→π*(C a?N)] 3MLCT in character, the substitution on the 5-position raises the 3MLCT energy by the effective stabilization of the highest occupied molecular orbital (HOMO) level because of the strong inductive effect of carborane. An electroluminescent device incorporating 1 as an emitter displayed overall good performance in terms of external quantum efficiency (6.6%) and power efficiency (10.7 lm/W) with green phosphorescence.