1221-72-3

Usage

Uses

Used in Cardiovascular Health Applications:
[bis(4-methoxyphenyl)methylidene]diazenium is used as a nitric oxide releasing agent for improving blood vessel dilation and blood pressure regulation. The controlled release of nitric oxide aids in maintaining proper cardiovascular function and overall heart health.
Used in Cancer Treatment Applications:
[bis(4-methoxyphenyl)methylidene]diazenium is used as an anti-proliferative agent against cancer cells. Its nitric oxide releasing property contributes to the inhibition of cancer cell growth, making it a potential therapeutic option for cancer treatment.
Used in Pharmaceutical Research:
[bis(4-methoxyphenyl)methylidene]diazenium is used as a potential drug candidate for various medical conditions. Ongoing research is being conducted to explore its therapeutic potential and develop novel drug delivery systems to enhance its efficacy and bioavailability in treating different health issues.

Upstream product

• 20114-55-0 4,4'-dimethoxybenzophenone hydrazone 
• 90-96-0 bis(p-methoxyphenyl)methanone 
• 958-80-5 bis(4-methoxyphenyl)thione 
• 71-43-2 benzene 

Downstream Products

• 17435-29-9 -bis-ethylxanthogenat 
• 4356-69-8 1,1-bis-(4-methoxyphenyl)ethylene 
• 1053-23-2 1,1,2,2-tetraphenylcyclopropane 
• 84061-55-2 1,1-bis(4-methoxyphenyl)-2,2-diphenylcyclopropane 
• 82186-14-9 (4aR,6S,7S,8R,8aR)-8-[Bis-(4-methoxy-phenyl)-methoxy]-6-methoxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol 
• 84061-56-3 1,1,2,2,-tetrakis(p-methoxyphenyl)cyclopropane 
• 32188-14-0 C₁₉H₂₄O₃ 
• 1807-63-2 α--β-(bis-benzolsulfonyl-methylen)-hydrazin 
• 160558-58-7 bis(4-methoxyphenyl)methano<60>fullerene 
• 22219-35-8 4,4'-(cyclopropane-1,1-diyl)bis(methoxybenzene) 
• 4663-13-2 1,1-bis(4-methoxyphenyl)propene 
• 533930-95-9 2-[bis(4-methoxyphenyl)methylene]-1,3,3-trimethylbicyclo[2.2.1]heptane 
• 105584-78-9 [2,2-Bis-(4-methoxy-phenyl)-1-phenyl-vinyl]-triphenyl-silane 
• 78788-87-1 4-[Bis-(4-methoxy-phenyl)-methylene]-2-phenyl-4H-benzo[d][1,3]thiazine 

Relevant academic research and scientific papers

Light and Temperature Control of the Spin State of Bis(p-methoxyphenyl)carbene: A Magnetically Bistable Carbene

Bis(p-methoxyphenyl)carbene is the first carbene that at cryogenic temperatures can be isolated in both its lowest energy singlet and triplet states. At 3 K, both states coexist indefinitely under these conditions. The carbene is investigated in argon mat

The First Crystal Structure of a Reactive Dirhodium Carbene Complex and a Versatile Method for the Preparation of Gold Carbenes by Rhodium-to-Gold Transmetalation

The dirhodium carbene derived from bis(4-methoxyphenyl)diazomethane and [Rh(tpa)4]·CH2Cl2 (tpa=triphenylacetate) was characterized by UV, IR, and NMR spectroscopy, HRMS, as well as by X-ray diffraction. The isolated comple

Photochemical Carbene Transfer Reactions of Aryl/Aryl Diazoalkanes—Experiment and Theory**

Controlling the reactivity of carbene intermediates is a key parameter in the development of selective carbene transfer reactions and is usually achieved by metal complexes via singlet metal-carbene intermediates. In this combined experimental and computational studies, we show that the reactivity of free diaryl carbenes can be controlled by the electronic properties of the substituents without the need of external additives. The introduction of electron-donating and -withdrawing groups results in a significant perturbation of singlet triplet energy splitting of the diaryl carbene intermediate and of activation energies of consecutive carbene transfer reactions. This strategy now overcomes a long-standing paradigm in the reactivity of diaryl carbenes and allows the realization of highly chemoselective carbene transfer reactions with alkynes. We could show that free diaryl carbenes can be readily accessed via photolysis of the corresponding diazo compounds and that these carbenes can undergo highly chemoselective cyclopropenation, cascade, or C?H functionalization reactions. Experimental and theoretical mechanistic analyses confirm the participation of different carbene spin states and rationalize for the observed reactivity.

Copper-Mediated Cross-Coupling of Diazo Compounds with Sulfinates

A copper-mediated cross-coupling reaction between a diazo compound and a sodium alkane(arene)sulfinate gives a sulfone as the product. This reaction proceeds under mild conditions and features excellent functional group compatibility. A wide range of sodium alkane(arene)sulfinates were successfully applied in this chemistry. Mechanistic studies revealed that the overall reaction efficiency of the sulfinates was in line with their nucleophilicity in this reaction.

Silver-Catalyzed N-H Functionalization of Aryl/Aryl Diazoalkanes with Anilines

Herein, we report on the N-H functionalization reaction of primary and secondary anilines with diaryldiazoalkanes using simple AgPF6 as catalyst. We demonstrated broad applicability in the reaction of diaryldiazoalkanes with different anilines (31 examples, up to 97% yield). Furthermore, we propose a possible reaction mechanism for the N-H functionalization.

Efficient synthesis of ferrocifens and other ferrocenyl-substituted ethylenes: Via a 'sulfur approach'

Stable and non-odorous alkyl ferrocenyl thioketones react with bis(4-methoxyphenyl)diazomethane according to the 'two-fold extrusion' reaction principles, and tetrasubstituted ethylenes obtained thereby can be demethylated to give (Fc,2OH)-ferrocifens in good yields. The method offers an alternative approach to this class of medically relevant compounds. A similar protocol with alkyl ferrocenyl thioketones and selected diaryldiazomethanes leads to ferrocenyl-substituted ethylenes including dibenzofulvenes. These products are of potential interest for electrochemical and photophysical studies.

Cu(I)-catalyzed coupling of diaryldiazomethanes with terminal alkynes: An efficient synthesis of tri-aryl-substituted allenes

A highly efficient method for the synthesis of tri-aryl-substituted allenes has been developed through Cu(I)-catalyzed coupling of diaryldiazomethanes with terminal alkynes. The reaction is under mild conditions and uses simple and inexpensive CuI as the catalyst. Mechanistically, the reaction follows a pathway involving Cu(I) carbene migratory insertion.

Cross-Coupling between Difluorocarbene and Carbene-Derived Intermediates Generated from Diazocompounds for the Synthesis of gem-Difluoroolefins

Cross-coupling between difluorocarbene and carbene-derived intermediates generated from diazocompounds was developed to give gem-difluoroolefins, which constitutes a fast practical pathway to achieve hindered gem-difluoroolefins. The cross-coupling between difluorocarbene and aryl diazoacetates proceeded smoothly in the presence of a copper source, whereas its coupling with diaryl diazomethanes occurred well under metal-free conditions. A mechanism involving a copper-difluorocarbene complex was proposed.

Diazo compounds as electrophiles to react with 1,4-dilithio-1,3-dienes: Efficient synthesis of 1-imino-pyrrole derivatives

1-Imino-pyrrole and indole derivatives were synthesized in high yields from the reaction of diaryl diazomethanes with 1,4-dilithio-1,3-dienes. Diaryl diazomethanes reacted as electrophiles in this reaction. An unprecedented Zn-complex was formed via trans

Substituted diaryldiazomethanes and diazofluorenes: Structure, reactivity and stability

The synthesis of several substituted diaryldiazomethanes and diazofluorenes, and an assessment of their structure, reactivity and stability, is reported.