89346-58-7

Upstream product

• 19352-93-3 4-(1,3-butadienyl)morpholine 
• 1867-38-5 4-chlorobenzylidenemalonodinitrile 
• 637-87-6 1-Chloro-4-iodobenzene 
• 4387-36-4 2-iodobenzonitrile 
• 873-32-5 2-Chlorobenzonitrile 
• 1679-18-1 4-Chlorophenylboronic acid 
• 138642-62-3 2-Cyanophenylboronic acid 
• 172732-52-4 o-cyanophenylboronic acid-1,3-propylene glycol ester 
• 2042-37-7 o-cyanobromobenzene 
• 3930-83-4 o-iodobenzamide 
• 609-67-6 2-Iodobenzoyl chloride 
• 88-67-5 2-Iodobenzoic acid 
• 24973-49-7 biphenyl-2-carbonitrile 
• 71-43-2 benzene 

Downstream Products

• 1204-44-0 2-(4-chlorophenyl)aniline 
• 3096-47-7 2-chloro-9H-fluoren-9-one 
• 153850-88-5 2-(4’-chlorophenyl)benzylamine 
• 92161-39-2 3-chloro-6-methylphenanthridine 
• 94255-69-3 3-chloro-6-phenylphenanthridine 
• 1239886-88-4 3-chloro-6-(4′-methylphenyl)phenanthridine 
• 98351-87-2 3-chloro-6-(4′-methoxyphenyl)phenanthridine 
• 98351-81-6 3-chloro-6-(4′-chlorophenyl)phenanthridine 

Relevant academic research and scientific papers

Synthesis of highly substituted fluorenones via metal-free TBHP-promoted oxidative cyclization of 2-(aminomethyl)biphenyls. Application to the total synthesis of nobilone

Highly substituted fluorenones are readily prepared in mostly fair to good yields via metal- and additive-free TBHP-promoted cross-dehydrogenative coupling (CDC) of readily accessible N-methyl-2-(aminomethyl)biphenyls and 2-(aminomethyl)biphenyls. This methodology is compatible with numerous functional groups (methoxy, cyano, nitro, chloro, and SEM and TBS-protective groups for phenols) and was further utilized in the first total synthesis of the natural product nobilone.

Pd-Catalysed Suzuki-Miyaura cross-coupling of aryl chlorides at low catalyst loadings in water for the synthesis of industrially important fungicides

The Suzuki-Miyaura coupling reaction of electron-poor aryl chlorides in the synthesis of crop protection-relevant active ingredients in water is disclosed. Optimisation of the reaction conditions allowed running the reaction with 50 ppm of Pd-catalyst loading without an additional organic solvent in the cross-coupling reaction step in short reaction times. The system was optimised for the initial cross-coupling step of the large scale produced fungicides Boscalid, Fluxapyroxad and Bixafen up to 97% yield. It is also shown that the Suzuki-Miyaura reaction can be easily scaled up to 50 g using a simple product separation and purification using environmentally benign solvents in the work-up. To show the usability of this method, it was additionally applied in the three-step synthesis of the desired active ingredients.

High-performance sky-blue phosphorescent organic light-emitting diodes employing wide-bandgap bipolar host materials with thermally activated delayed fluorescence characteristics

Up to date, several kinds of thermally activated delayed fluorescence (TADF) host molecules have been rapidly developed to fulfill the increasing demand of high-efficiency phosphorescent organic light-emitting diodes (PHOLEDs). Herein, three wide-bandgap TADF materials BPCN-Cz2Ph, BPCN-2Cz, and BPCN-3Cz are newly designed and synthesized as host materials for sky-blue PHOLEDs. By modulation of carbazole-units in the molecular skeleton, we find that the optimized molecules can realize both high triplet energies and balanced carrier transport properties with obvious TADF properties. The sky-blue PHOLEDs with ultralow phosphor doping ratio employing BPCN-Cz2Ph, BPCN-2Cz, and BPCN-3Cz as host materials demonstrate really high performance with alleviated roll-offs and achieve impressive current efficiencies (CEs) of 46.5 cd A?1, 50.0 cd A?1, and 34.5 cd A?1, power efficiencies (PEs) of 40.6 lm W?1, 46.8 lm W?1, and 34.8 lm W?1, and external quantum efficiencies (EQEs) of 22.2%, 24%, and 15.8%, respectively. More encouragingly, even at an applied luminance of 1000 cd m?2, the EQEs could maintain high levels of 21.0%, 21.5% and 12.8%, respectively, which represents the potential utility value of the new family of these molecules in blue PHOLEDs. Our molecular design strategy provides a practical way to construct promising wide-bandgap TADF host materials with an excellent combination of TADF property, high triplet energy, and balanced carrier-transporting ability for high-performance devices.

6-Arylphenanthridines from Aryl o-Biaryl Ketones with 1,1,1,3,3,3-Hexamethyldisilazane and Molecular Iodine

Warming treatment of aryl o-biaryl ketones with 1,1,1,3,3,3-hexamethyldisilazane in the presence of Sc(OTf)3 in toluene, followed by the reaction with molecular iodine and K2CO3 in a mixture of THF and methanol at 60 °C gave the corresponding 6-arylphenanthridines in good to moderate yields. The present reaction is a one-pot method for the preparation of 6-arylphenanthridines from aryl o-biaryl ketones through the cyclization of imino-nitrogen-centered radicals that were generated from N-iodo aryl o-biaryl ketimines formed from the reaction of aryl biaryl ketimines with molecular iodine.

Process for synthesizing boscalid

The invention discloses a process for synthesizing boscalid. The process comprises the following steps: (1) coupling o-chlorobenzonitrile with benzene to obtain 2-cyanobiphenyl, then carrying out chlorination, reduction and salt formation purification to obtain 4'-chloro-2-aminobiphenyl hydrochloride; (2) carrying out condensation reaction on the prepared 4'-chloro-2-aminobiphenyl hydrochloride and 2-chloronicotinoyl chloride to obtain the boscalid. The process for synthesizing the boscalid has the advantages of simple synthesis process, no need of complex aftertreatment, cheap and easily available basic chemical raw materials, and suitability for industrial production.

Carbazole derivatives and application of carbazole derivatives in electroluminescent device

The invention discloses carbazole derivatives represented by formulas (1)-(3), and also discloses application of the carbazole derivatives as a host material in an OLED organic light-emitting layer orapplication of the carbazole derivatives in preparation of an electroluminescent device. The carbazole derivatives have a high triplet state, exhibits bipolar transport properties at the same time, and has high carrier mobility, matching of electron holes is more balanced, and exciton formation is facilitated; and when the carbazole derivatives are applied to the organic electroluminescent blue-light device, excellent performance, low voltage and high efficiency are achieved.

An Active Palladium Colloidal Catalyst for the Selective Oxidative Heterocoupling of (Hetero)Aryl Boronic Acids

A highly selective oxidative heterocoupling protocol for (hetero)aryl boronic acids with an active palladium colloidal catalyst was developed. The judicious choice of electronically different aryl boronic acids made possible such couplings under mild conditions, with air as oxidant, while embracing a wide substrate scope. This successful approach further allowed the development of a unique one-pot sequential oxidative heterocoupling/Suzuki–Miyaura cross-coupling tandem process for accessing substituted terphenyls.

Controllable Rh(III)-Catalyzed C-H Arylation and Dealcoholization: Access to Biphenyl-2-carbonitriles and Biphenyl-2-carbimidates

A controllable Rh(III)-catalyzed C-H arylation and dealcoholization of benzimidates with arylboronic esters was developed, delivering various biphenyl-2-carbonitriles and biphenyl-2-carbimidates by simply tuning the reaction conditions. This approach features high efficiency, good functional group tolerance, and easy operation. It also provides an alternative pathway to thoroughly exploit the directing group in transition-metal-catalyzed C-H activations.

Integrating Organic Lewis Acid and Redox Catalysis: The Phenalenyl Cation in Dual Role

In recent years, merging different types of catalysis in a single pot has drawn considerable attention and these catalytic processes have mainly relied upon metals. However, development of a completely metal free approach integrating organic redox and organic Lewis acidic property into a single system has been missing in the current literature. This study establishes that a redox active phenalenyl cation can activate one of the substrates by single electron transfer process while the same can activate the other substrate by a donor-acceptor type interaction using its Lewis acidity. This approach has successfully achieved light and metal-free catalytic C-H functionalization of unactivated arenes at ambient temperature (39 entries, including core moiety of a top-selling molecule boscalid), an economically attractive alternative to the rare metal-based multicatalysts process. A tandem approach involving trapping of reaction intermediates, spectroscopy along with density functional theory calculations unravels the dual role of phenalenyl cation.

Synthesis, characterization and evaluation of bulky bis(pyrazolyl)palladium complexes in Suzuki-Miyaura cross-coupling reactions

Pyrazole-containing compounds have been used in recent times as ligands to stabilize metal complexes used as pre-catalysts in cross-coupling reactions. With various substituents at various positions in the pyrazole ring, the overall electrophilic and steric properties of the metal complexes can be fine-tuned. Herein, we report the synthesis of bulky pyrazole-based ligands by condensation of methyl 4-(bromomethyl)benzoate or benzyl bromide with various substituted pyrazole compounds. These ligands were utilised in the synthesis of bis(pyrazolyl)palladium(ii) complexes. The complexes' catalytic activity in Suzuki-Miyaura cross-coupling reactions was evaluated. Phenyl bearing pre-catalyst 7, at a catalyst loading of 0.33 mol%, successfully converted 98% of bromobenzene and phenylboronic acid to biphenyl in 4 h at 140 °C, while the tertiary butyl bearing pre-catalyst 8 converted up to 81% of the same substrates to biphenyl. An increase in conversion was seen for all pre-catalysts when an electron-withdrawing substituent was present on the aryl halide substrate, and the opposite was observed when the electron-withdrawing group was present on the phenyl boronic acid.