564471-05-2

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 583-53-9 2,3-dibromobenzene 

Downstream Products

• 5030-61-5 2,3-dibromo-1,4-dimethoxy benzene 
• 15540-84-8 2,3-dibromo-1,4-dimethylbenzene 
• 98545-79-0 2,3-dibromo-1-methoxy-4-methylbenzene 
• 1266379-51-4 2,3-dibromo-4-methoxyphenol 
• 1266379-50-3 2-(2,3-dibromo-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1266379-49-0 2,3-dibromo-1-iodo-4-methoxybenzene 

Relevant academic research and scientific papers

Dicyclopentaannelated Hexa-peri-hexabenzocoronenes with a Singlet Biradical Ground State

Synthesis of two dicyclopentaannelated hexa-peri-hexabenzocoronene (PHBC) regioisomers was carried out, using nonplanar oligoaryl precursors with fluorenyl groups: mPHBC 8 with two pentagons in the “meta”-configuration was obtained as a stable molecule, while its structural isomer with the “para”-configuration, pPHBC 16, could be generated and characterized only in situ due to its high chemical reactivity. Both PHBCs exhibit low energy gaps, as reflected by UV-vis-NIR absorption and electrochemical measurements. They also show open-shell singlet ground states according to electron paramagnetic resonance (EPR) measurements and density functional theory (DFT) calculations. The use of fully benzenoid HBC as a bridging moiety leads to significant singlet biradical characters (y0) of 0.72 and 0.96 for mPHBC 8 and pPHBC 16, respectively, due to the strong rearomatization tendency of the HBC π-system; these values are among the highest for planar carbon-centered biradical molecules. The incorporation of fully unsaturated pentagons strongly perturbs the aromaticity of the parent HBC and makes the constituted benzene rings less aromatic or antiaromatic. These results illustrate the high impact of cyclopentaannelation on the electronic structures of fully benzenoid polycyclic aromatic hydrocarbons (PAHs) and open up a new avenue towards open-shell PAHs with prominent singlet biradical characters.

GRAPHITIC COMPOUNDS AND METHODS OF MAKING AND USE THEREOF

Disclosed are graphitic compounds, for example nanographenes and graphene nanoribbons, and precursors thereof. The compounds described can, for example, have a bandgap energy of from 0.5 eV to 2.5 eV. Also disclosed are methods of making the compounds described herein, for example by performing a Suzuki Miyaura coupling reaction between an aryl bromide and an aryl boronate ester, and/or by performing a cyclodehydrogenation. Also disclosed herein are devices comprising any of the compounds described herein.

Efficient Bottom-Up Preparation of Graphene Nanoribbons by Mild Suzuki–Miyaura Polymerization of Simple Triaryl Monomers

Herein an efficient bottom-up solution-phase synthesis of N=9 armchair graphene nanoribbons (GNRs) is described. Catalyzed by Pd(PtBu3)2, Suzuki–Miyaura polymerization of a simple and readily available triaryl monomer provides a nove

PHENACENE COMPOUNDS FOR ORGANIC ELECTRONICS

Phenacene compounds of formula (I) wherein R1 and R2 are independently of each other a linear or branched C1-20 alkyl group.

Synthesis and reactivity of anthracenyl-substituted arenediynes

Cyclization reaction pathways of aryl-substituted arenediynes depend on the interplay between the steric interactions and electronic properties of the aryl substituents. Herein, to further probe the impact of bulky and electron rich aryl substituents on t

4,7-PHENANTHROLINE CONTAINING POLYMER AND ORGANIC ELECTRONIC DEVICE

A polymer comprises repeat units of formula (I): wherein: R1 independently in each occurrence is a substituent, and two substituents R1 may be linked to form a ring; R2 in each occurrence independently is H or a substituent, and two substituents R2 may be linked to form a ring; R3 independently in each occurrence is a substituent; Ar1 independently in each occurrence is an aryl or heteroaryl group that may be unsubstituted or substituted with one or more substituents; x is 0, 1 or 2; y is 0, 1 or 2; and z independently in each occurrence is 0, 1 or 2. Such repeat units have a relatively deep LUMO level that may reduce the barrier to transport of electrons from the electron-transporting layer to the light-emitting layer of an organic light emitting diode having an active layer comprising such a polymer.

PHENACENE COMPOUNDS FOR ORGANIC ELECTRONICS

Phenacene compounds of formula (I) are disclosed. All the variables in the formula are the same as defined in the description. A thin film semiconductor comprising the above compounds, and a field effect transistor device, a photovoltaic device, an organic light emitting diode device and a unipolar or complementary circuit device comprising the thin film are also disclosed.

Regiospecific metalation of oligobromobenzenes

The metalation of selected oligobromobenzenes with lithium diisopropylamide (LDA) was investigated. 1,3-Dibromo-substituted benzenes were metalated without special precautions since the resultant 2,6-dibromophenyllithium intermediates are relatively stabl