1425-58-7

Usage

Uses

Used in Organic Electronic Devices:
[1,2]Azaborino[1,2-a][1,2]azaborine is used as a key component in the development of organic electronic devices due to its unique structure and electronic properties, which can enhance the performance and functionality of these devices.
Used in Optoelectronic Materials:
In the field of optoelectronics, [1,2]Azaborino[1,2-a][1,2]azaborine is utilized as a material for creating optoelectronic materials. Its properties make it suitable for applications in light-emitting diodes (LEDs), photovoltaic cells, and other optoelectronic devices.
Used in Pharmaceutical Development:
[1,2]Azaborino[1,2-a][1,2]azaborine is used as a starting point for the development of new medicinal agents. Its unique structure and reactivity offer the potential for designing novel drugs with improved efficacy and selectivity.
Used in Chemical Space Expansion:
[1,2]Azaborino[1,2-a][1,2]azaborine is also used in the expansion of chemical space, contributing to the discovery of new molecular designs with a wide range of applications across various industries, including materials science, pharmaceuticals, and electronics.
Overall, [1,2]Azaborino[1,2-a][1,2]azaborine presents a promising avenue for further exploration and development in various fields of chemistry and material science, with potential applications in multiple industries.

InChI:InChI=1/C8H8BN/c1-3-7-10-8-4-2-6-9(10)5-1/h1-8H

Upstream product

• 18903-54-3 octahydro-[1,2]azaborinino[1,2-a][1,2]azaborinine 
• 18940-41-5 di(but-3-en-1-yl)amine 
• 874281-16-0 3a,7a-azaborindenylpotassium 
• 75-09-2 dichloromethane 
• 592-41-6 1-hexene 
• 111-66-0 oct-1-ene 
• 124-02-7 diallylamine 
• 475987-25-8 3a,7a-azabora-1-indene 
• 475987-24-7 4,7-dihydro-4a,7a-azaborindene 
• 475987-22-5 allyl(diallylamino)boron chloride 
• 475987-23-6 allyl(diallylamino)vinylboran 
• 874281-19-3 1-allyl-2,5-dihydro-2-vinyl-1,2-1H-azaborole 
• 874281-21-7 1-allyl-1,2-dihydro-2-vinyl-1,2-azaborine 
• 874281-18-2 (diallylamino)divinylborane 

Relevant academic research and scientific papers

Syntheses of ring-fused B-N heteroaromatic compounds

3a,7a-Azaborindene (14) has been prepared by two multistep syntheses using the Grubbs ring-closing metathesis from appropriate B-vinyl,N-allyl- aminoboranes. 14 was deprotonated by KN(SiMe3)2 to give 3a,7a-azaborindenylpotassium (5). The reaction of 5 with Cp*ZrCl 3 afforded the corresponding Zr(IV) complex 18, which on activation with excess methylaluminoxane, forms a good catalyst for the polymerization of ethylene. The reaction of 5 with methylene chloride and BuLi gave 4a,8a-azaboranaphthalene (6), which is isoelectronic and isostructural with naphthalene. DFT calculations on 6 gave a structure that is in good agreement with X-ray diffraction data.

Palladium-catalyzed cross-coupling reactions of 4 a,8 a -azaboranaphthalene

A concise and effective three-step synthesis of 4a,8a-azaboranaphthalene (ABN) has been developed in gram scale. Electrophilic aromatic substitution reactions of ABN provide excellent functional-group-tolerant cross-coupling partners in various Pd-catalyzed cross-coupling reactions (e.g., Sonogashira, Suzuki-Miyaura, or Heck reaction). Photophysical, electrochemical, and DFT calculations all suggest a narrowed HOMO-LUMO gap with extended -conjugation characters in the cross-coupled molecules. The ABN moiety as a new fluorophore has a distinct and selective fluorescence response toward Zn(II) and Cd(II) ions, demonstrating great potential for the ABN structural motif in fluorescent chemosensors.

Organic small molecular material of boron-containing quinoline as well as preparation method and application thereof

The invention discloses an organic small molecular material of boron-containing quinoline as well as a preparation method and application thereof. The organic small molecular material takes a boron-containing quinoline nucleus as a skeleton unit, the molecular weight, pi conjugacy and intramolecular charge transfer property of the material can be adjusted by changing connecting units on the two sides and the number of the connecting units, and the organic small molecular material has a structure shown in a formula (1) or a formula (2). The organic small molecular material is single in structure and definite in molecular weight; good dissolvability and film forming performance are realized in common solvents; and the organic small molecular material can be applied to organic light-emittingdiodes. The organic small molecular material can effectively solve the problem of carrier imbalance of a unipolar luminescent material, so that the structure of a device is simplified, and the performance of the device is improved.

A synthetic 4a, 8a- boron nitrogen mixed naphthalene and derivatives thereof

The invention relates to a novel method for synthesizing 4a, 8a-boronquinoline and a derivative thereof. The synthesizing steps are as follows: (1), diallylamine reacts with boron trichloride at a low temperature to generate diallyl amino boron dichlone; (2), the diallyl amino boron dichlone reacts with an allyl grignard reagent at a low temperature to generate diallyl amino diallyl borane; (3), the diallyl amino diallyl borane generates an alkene metathesis annulation reaction via a Grubbs first generation catalyzer; (4) an anulation product and 2,3-dicyano-5,6-dichlorobenzoquinone generate dehydro aromatization reaction, and the 4a, 8a-boronquinoline is generated; (5), the 4a, 8a-boronquinoline and the halogenated succimide generate halogenated reaction under the catalysis of Lewis acid to generate a 4/5 location halogen substituted 4a, 8a-boronquinoline derivative. The method is simple in steps, adopts raw materials which are cheap and easy to obtain, and is mild in reaction conditions, less in side reactions, and simple and efficient in post-treatment process.

Syntheses of [6,6]-fused-ring 1,2-azaborines

BN-naphthalene (2) and BN-tetralin (7) have been prepared by a short synthesis from allyltributylstannane (3). The reaction of 3 with BCl3 followed by diallylamine and Et3N afforded (diallylamino) diallylborane (5), which gave 1,4,5,8-tetrahydro[1,2]azaborino[1,2-a][1,2] azaborine (6), on treatment with Grubbs (I) catalyst. The reaction of 6 with Pd gave 2 and 7. The reaction of 7 with Cr(CO)6 gave the corresponding Cr(CO)3 adduct 8, for which a crystal structure has been obtained. The isomerization of 6 to 7 has been examined using DFT calculations.