Month: October 2022

《Novel phenoxazine-benzonitrile and phenothiazine-benzonitrile donor-acceptor molecules with thermally activated delayed fluorescence (TADF)》 was written by Baraket, Faiza; Pedras, Bruno; Torres, Erica; Brites, Maria Joao; Dammak, Mohamed; Berberan-Santos, Mario N.. COA of Formula: C7H4BrN And the article was included in Dyes and Pigments in 2020. The article conveys some information:

Four novel TADF emitters, containing phenothiazine and phenoxazine as electron-donors and benzonitrile derivatives as electron-acceptors were synthesized and fully characterized. Their photophys. (absorption and emission spectra, molar extinction coefficients, fluorescence quantum yields and lifetimes) and electrochem. properties (HOMO and LUMO energy levels) were measured, and drop-cast solid films of the four compounds were obtained to perform TADF studies. The obtained values for ΔEST indicate that these compounds are candidates for OLED applications. The experimental part of the paper was very detailed, including the reaction process of 4-Bromobenzonitrile(cas: 623-00-7COA of Formula: C7H4BrN)

4-Bromobenzonitrile(cas: 623-00-7) has been used in the synthesis of 4-iodobenzonitrile via photo-induced aromatic Finkelstein iodination reaction.COA of Formula: C7H4BrN It can also be used as an aryl halide test compound in developing greener reaction conditions for Suzuki cross-coupling between aryl halides and phenyl boronic acid.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Liu, Yanhong; Han, Zhe; Yang, Yiying; Zhu, Rongxiu; Liu, Chengbu; Zhang, Dongju published their research in Molecular Catalysis in 2021. The article was titled 《DFT study on synergetic Ir/Cu-metallaphotoredox catalyzed trifluoromethylation of aryl bromides》.Product Details of 623-00-7 The article contains the following contents:

MacMillan et al. recently developed an elegant strategy for trifluoromethylation of aryl halides by merging iridium photoredox catalysis with copper catalysis [Science 360 (2018) 1010-1014]. The present work presents a complementary theor. study to better understand the dual photoredox-copper catalysis. Calculated results confirm that the most possible photoredox catalytic cycle proceeds via a reductive quenching mechanism (IrIII/*IrIII/IrII/IrIII) with supersilanol as quencher and the CF3 reagent as oxidant. The formation of aryl radical involves three essential steps: deprotonation of the oxidized supersilanol by Na2CO3 to form the O-centered radical species, SiMe3 group migration to give the Si-centered silyl radical, bromine atom abstraction from aryl bromide. The CF3 radical can be obtained via the fragmentation process of the reduced CF3 reagent. The additions of both aryl radical and CF3 radical on the CuI center generates CuIII complex, from which the desired trifluoromethylation product is obtained via the C(sp2)-CF3 reductive elimination. All these processes were found to involve low barriers, and the highest one is only 12.7 kcal/mol, providing support of the viable trifluoromethylation strategy using copper catalysis via the radical trapping mechanism rather than the conventional oxidative addition mechanism. The results came from multiple reactions, including the reaction of 4-Bromobenzonitrile(cas: 623-00-7Product Details of 623-00-7)

4-Bromobenzonitrile(cas: 623-00-7) is classified as organic nitriles, which are commonly use solvents and are reacted further for various applications such as manufacture of polymers and intermediates for pharmaceuticals and other organic chemicals,Product Details of 623-00-7 It can also be used as an aryl halide test compound in developing greener reaction conditions for Suzuki cross-coupling between aryl halides and phenyl boronic acid.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Dang, Xin; Lei, Shuwen; Luo, Shuhua; Hu, Yixin; Wang, Juntao; Zhang, Dongdong; Lu, Dan; Jiang, Faqin; Fu, Lei published an article in 2021. The article was titled 《Design, synthesis and biological evaluation of novel thiazole-derivatives as mitochondrial targeting inhibitors of cancer cells》, and you may find the article in Bioorganic Chemistry.COA of Formula: C8H6BrN The information in the text is summarized as follows:

Mitochondria are pivotal energy production sources for cells to maintain necessary metabolism activities. Targeting dysfunctional mitochondrial features has been a hotspot for mitochondrial-related disease researches. Investigation with cancerous mitochondrial metabolism is a continuing concern within tumor therapy. Herein, we set out to assess the anti-cancer activities of a novel family of TPP-thiazole derivatives based on our earlier research on mitochondrial targeting agents. Specifically, we designed and synthesized a series of TPP-thiazole derivatives and revealed by the MTT assay that most synthesized compounds effectively inhibited three cancer cell lines (HeLa, PC3 and MCF-7). After structure modifications, we explored the SAR relationships and identified the most promising compound R13 (IC50 of 5.52μM) for further investigation. In the meantime, we performed ATP production assay to assess the selected compounds inhibitory effect on HeLa cells energy production The results displayed the test compounds significantly restrained ATP production of cancer cells. Overall, we have designed and synthesized a series of compounds which exhibited significant cytotoxicity against cancer cells and effectively inhibited mitochondrial energy production In the experiment, the researchers used 4-Cyanobenzyl bromide(cas: 17201-43-3COA of Formula: C8H6BrN)

4-Cyanobenzyl bromide(cas: 17201-43-3) is a white solid. Its melting point is 113-117°C, and flash point is 125.1°C. It is insoluble in water at 20°C. It is stable under normal temperatures and pressures. It should be stored at 0-5°C.COA of Formula: C8H6BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhu, Chen; Yue, Huifeng; Rueping, Magnus published an article in 2022. The article was titled 《Nickel catalyzed multicomponent stereodivergent synthesis of olefins enabled by electrochemistry, photocatalysis and photo-electrochemistry》, and you may find the article in Nature Communications.Name: 2-Bromobenzonitrile The information in the text is summarized as follows:

A three-component, reductive cascade, cross-coupling reaction for the arylalkylation of alkynes was reported. A wide range of trisubstituted alkenes were obtained in good to high yields with excellent chemo- and stereoselectivity by switching between electrochem. and photocatalysis. The E isomer of the product was obtained exclusively when the reaction was conducted with electricity and nickel, while the Z isomer was generated with high stereoselectivity when photo- and nickel dual catalysts were used. Moreover, photo-assisted electrochem. enabled nickel catalyzed protocol was demonstrated to selectively deliver Z-trisubstituted alkenes without the addition of photocatalysts. After reading the article, we found that the author used 2-Bromobenzonitrile(cas: 2042-37-7Name: 2-Bromobenzonitrile)

2-Bromobenzonitrile(cas: 2042-37-7) is a precursor to the quinazolinones, a class of drugs used to treat autoimmune diseases and coronary heart disease. In addition, 2-bromobenzonitrile can be used for the Suzuki coupling reaction.Name: 2-Bromobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wang, Chang-Sheng; Yu, Yongqi; Sunada, Yusuke; Wang, Chen; Yoshikai, Naohiko published an article in 2022. The article was titled 《Cobalt-Catalyzed Carbo- and Hydrocyanation of Alkynes via C-CN Bond Activation》, and you may find the article in ACS Catalysis.Related Products of 1194-02-1 The information in the text is summarized as follows:

Cobalt-catalyzed carbo- and hydrocyanation reactions of alkynes via C-CN bond cleavage of organic cyanides are reported. A low-valent cobalt-diphosphine catalyst generated by reduction with Zn promotes the arylcyanation of alkynes with trans-selectivity. By contrast, the addition of Zn(OTf)2 to this catalytic system not only accelerates the transformation but also switches the stereoselectivity, affording cis-arylcyanation products. The present catalytic systems prove to be effective for alkenylcyanation using alkenyl cyanides as well as for transfer hydrocyanation using propionitrile as the HCN surrogate. Exptl. and computational studies on arylcyanation have been performed to gain insight into the reaction pathways, including the possible origin of the stereodivergence under cobalt and cobalt/zinc catalysis. In the experimental materials used by the author, we found 4-Fluorobenzonitrile(cas: 1194-02-1Related Products of 1194-02-1)

4-Fluorobenzonitrile(cas: 1194-02-1) is used in the synthesis of flurenones, pharmaceutical prerequisites, as well as opiod receptor antagonists.Related Products of 1194-02-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2022,Li, Yan published an article in Monatshefte fuer Chemie. The title of the article was 《Palladium-catalyzed cross-coupling of benzyltitanium(IV) reagents with aryl fluorides》.Recommanded Product: 1194-02-1 The author mentioned the following in the article:

The first palladium-catalyzed cross-coupling between benzyltitanium(IV) reagents with aryl fluorides is reported. A variety of diarylmethanes can be prepared in good to excellent yields by the catalyst system of PdCl2(dppf)2 associated with 1-[2-(di-tert-butylphosphanyl)phenyl]-4-methoxypiperidine. This reaction offered a highly efficient approach to diarylmethanes that are commonly found in life-changing drug mols. The experimental part of the paper was very detailed, including the reaction process of 4-Fluorobenzonitrile(cas: 1194-02-1Recommanded Product: 1194-02-1)

4-Fluorobenzonitrile(cas: 1194-02-1) is used as chemical intermediate, solvent for perfumes and pharmaceuticals, stabilizer for chlorinated solvents, HPLC analysis, catalyst and component of transition-metal complex catalysts.Recommanded Product: 1194-02-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Category: nitriles-buliding-blocksIn 2019 ,《Synthesis and biological evaluation of 7-(aminoalkyl)pyrazolo[1,5-a]pyrimidine derivatives as cathepsin K inhibitors》 appeared in Bioorganic Chemistry. The author of the article were Petek, Nejc; Stefane, Bogdan; Novinec, Marko; Svete, Jurij. The article conveys some information:

A series of novel 7-aminoalkyl substituted pyrazolo[1,5-a]pyrimidine derivatives were synthesized and tested for inhibition of cathepsin K. The synthetic methodol. comprises cyclization of 5-aminopyrazoles with N-Boc-α-amino acid-derived ynones followed by transformation of the ester and the Boc-amino functions. It allows for easy diversification of the pyrazolo[1,5-a]pyrimidine scaffold at various positions. Mol. docking studies with pyrazolo[1,5-a]pyrimidine derivatives were also performed to elucidate the binding mode in the active site of cathepsin K. The synthesized compounds exhibited moderate inhibition activity (Ki ≥ 77 μM). In the experiment, the researchers used 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Category: nitriles-buliding-blocks)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used in the synthesis of substituted naphtho[1,8-bc]pyrans. It was also used as building block in the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Name: 2-BromobenzonitrileIn 2019 ,《Single-molecule photoredox catalysis》 appeared in Chemical Science. The author of the article were Haimerl, Josef; Ghosh, Indrajit; Koenig, Burkhard; Vogelsang, Jan; Lupton, John M.. The article conveys some information:

The chem. of life is founded on light, so is it appropriate to think of light as a chem. substance Planck’s quantization offers a metric analogus to Avogadro’s number to relate the number of particles to an effective reaction of single mols. and photons to form a new compound A rhodamine dye mol. serves as a dehalogenating photocatalyst in a consecutive photoelectron transfer (conPET) process which adds the energy of two photons, with the first photon inducing radical formation and the second photon triggering PET to the substrate mol. Rather than probing catalytic heterogeneity and dynamics on the single-mol. level, single-photon synthesis is demonstrated: the light quantum constitutes a reactant for the single substrate mol. in a dye-driven reaction. The approach illustrates that mol. diffusion and excited-state internal conversion are not limiting factors in conPET reaction kinetics because of catalyst-substrate preassocn. The effect could be common to photoredox catalysis, removing the conventional requirement of long excited-state lifetimes. The experimental process involved the reaction of 2-Bromobenzonitrile(cas: 2042-37-7Name: 2-Bromobenzonitrile)

2-Bromobenzonitrile(cas: 2042-37-7) belongs to a group of ortho-substituted bromobenzenes that have varying hepatotoxicity effects in the presence of rat liver microsomes in vitro. 2-Bromobenzonitrile is also used as a starting material to synthesize novel benzothiophene derivatives that were found to exhibit antibacterial and antifungal activity.Name: 2-Bromobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Category: nitriles-buliding-blocksIn 2019 ,《Sustainable Synthesis of Quinazoline and 2-Aminoquinoline via Dehydrogenative Coupling of 2-Aminobenzyl Alcohol and Nitrile Catalyzed by Phosphine-Free Manganese Pincer Complex》 was published in Organic Letters. The article was written by Das, Kalicharan; Mondal, Avijit; Pal, Debjyoti; Srimani, Dipankar. The article contains the following contents:

A sustainable synthesis of quinazoline and 2-aminoquinoline via acceptorless dehydrogenative annulation is presented. The reaction is catalyzed by earth-abundant well-defined manganese complexes bearing NNS ligands. Furthermore, a one-pot synthetic strategy for the synthesis of 2-alkylaminoquinolines through sequential dehydrogenative annulation and N-alkylation reaction has also been demonstrated. After reading the article, we found that the author used 4-Fluorobenzonitrile(cas: 1194-02-1Category: nitriles-buliding-blocks)

4-Fluorobenzonitrile(cas: 1194-02-1) is used as chemical intermediate, solvent for perfumes and pharmaceuticals, stabilizer for chlorinated solvents, HPLC analysis, catalyst and component of transition-metal complex catalysts.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 1403850-00-9On September 18, 2020 ,《Development of Bronsted Base-Photocatalyst Hybrid Systems for Highly Efficient C-C Bond Formation Reactions of Malonates with Styrenes》 was published in ACS Catalysis. The article was written by Bas, Sebastian; Yamashita, Yasuhiro; Kobayashi, Shu. The article contains the following contents:

Bronsted base-photocatalyst hybrid systems were developed for reactions of malonates with styrene derivatives to afford dialkyl-((aryl)alkyl)malonates (R1)(Ar)CHCH(R2)CH(CO2R3) [R1 = H, Me, Ph, etc.; R2 = H, Me, Ph; R3 = Me, Et, i-Pr, etc.; Ar = Ph, 4-MeC6H4, 2-pyridyl, etc.]. The concept of this process lies in the photooxidation of catalytic amounts of the enolate to form reactive radicals that react with alkene double bonds under mild reaction conditions. This was an example of visible light activated C-C bond formation reactions of malonates with alkenes to realize high atom economy under very mild reaction conditions without using any transition metal catalysts. The experimental part of the paper was very detailed, including the reaction process of 2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile(cas: 1403850-00-9Application of 1403850-00-9)

2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile(cas: 1403850-00-9) is cyanoarene-based donor-acceptor photocatalyst developed by the Zeitler group. While this catalyst has a balanced redox profile, allowing for its use in a variety of transformations, it stands out as the most reducing catalyst of the family.Application of 1403850-00-9

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts