95801-10-8

Upstream product

• 120-12-7 anthracene 
• 100-01-6 4-nitro-aniline 
• 100-05-0 4-nitrobenzenediazonium chloride 
• 1564-64-3 9-Bromoanthracene 
• 171364-83-3 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 100622-34-2 anthracene-9-boronic acid 
• 102183-16-4 10-(4-nitro-phenyl)-anthracene-9-carboxylic acid 

Downstream Products

• 1058-47-5 9-(4-chloro-phenyl)-10-(4-nitro-phenyl)-anthracene 
• 1256-92-4 9,10-bis(4-nitrophenyl)anthracene 
• 1060-62-4 9-p-Nitrophenyl-10-o-nitrophenyl-anthracen 
• 1179-03-9 9-p-Nitrophenyl-10-m-nitrophenyl-anthracen 

Relevant academic research and scientific papers

Gold-catalysed cross-coupling between aryldiazonium salts and arylboronic acids: Probing the usefulness of photoredox conditions

The synthesis of biaryl compounds from aryldiazonium salts and arylboronic acids was achieved using PPh3AuCl as catalyst, CsF as base and acetonitrile as solvent. Combined to photosensitizers, irradiation by blue LEDs allowed accelerating the reaction and expanding its scope. Various functional groups were compatible including bromoaryls, iodoaryls, aldehydes and alcohols. A 2-iodobenzyl alcohol moiety was smoothly introduced by this method, enabling its consecutive isotopic labelling by a Pd-catalysed alkoxycarbonylation.

Fine-Tuning of Chiral Microenvironments within Triple-Stranded Helicates for Enhanced Enantioselectivity

Here we report the formation of an unexpected and unique family of chiral helicates. Crystal structures show that these triple-stranded ZnII2L3 complexes are held together by subcomponent assembly of axially chiral diamine

Polyaniline-Induced C-H Arylation of Arenes with Arenediazonium Salts

A reduced form of polyaniline has been shown to induce direct arylation of an arenediazonium salt with an arene (Gomberg-Bachmann reaction) to give the cross-coupling product in moderate to good yields under mild conditions. Various arenediazonium salts and arenes, including heteroarenes such as furans, thiophenes, and pyrroles, are employed for the reaction. The most favorable combination of substrates is an electron-poor arenediazonium salt with an electron-rich heteroarene. Investigation of the mechanism by reactions with radical scavengers and experiments on kinetic isotope effects indicated the occurrence of a radical chain reaction initiated by one-electron reduction of an arenediazonium salt by the polyaniline. Only 1 mol % (based on aniline tetramer) of the polyaniline is required for the cross-coupling reaction to occur. This reaction proceeds under metal-free conditions and with no need for photonic activation.

Ascorbic acid as an initiator for the direct C-H arylation of (hetero)arenes with anilines nitrosated in situ

Ascorbic acid (vitaminC) has been used as a radical initiator in a metal-free direct C-H arylation of (hetero)arenes. Starting from an aniline, the corresponding arenediazonium ion is generated in situ and immediately reduced by vitaminC to an aryl radical that undergoes a homolytic aromatic substitution with a (hetero)arene. Notably, neither heating nor irradiation is required. This procedure is mild, operationally simple, and constitutes a greener approach to arylation. Copyright