Tag: M.W=900-1000

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Rono, Lydia J.; Yayla, Hatice G.; Wang, David Y.; Armstrong, Michael F.; Knowles, Robert R. researched the compound: [Ir(dtbbpy)(ppy)2]PF6( cas:676525-77-2 ).Recommanded Product: 676525-77-2.They published the article 《Enantioselective Photoredox Catalysis Enabled by Proton-Coupled Electron Transfer: Development of an Asymmetric Aza-Pinacol Cyclization》 about this compound( cas:676525-77-2 ) in Journal of the American Chemical Society. Keywords: asym aza pinacol cyclization ketone hydrazone photoredox catalysis; proton coupled electron transfer photoredox catalysis; amino alc diastereoselective enantioselective preparation; chiral phosphoric acid catalyst asym aza pinacol cyclization; iridium complex photoredox catalyst asym aza pinacol cyclization; hydrogen bond ketyl radical intermediate asym aza pinacol cyclization. We’ll tell you more about this compound (cas:676525-77-2).

The first highly enantioselective catalytic protocol for the reductive coupling of ketones and hydrazones is reported (e.g., I → II). These reactions proceed through neutral ketyl radical intermediates generated via a concerted proton-coupled electron transfer (PCET) event jointly mediated by a chiral phosphoric acid catalyst and the photoredox catalyst Ir(ppy)2(dtbpy)PF6 (ppy = 2-phenylpyridine; dtbpy = 4,4′-di-tert-butyl-2,2′-bipyridine). Remarkably, these neutral ketyl radicals appear to remain H-bonded to the chiral conjugate base of the Bronsted acid during the course of a subsequent C-C bond-forming step, furnishing syn 1,2-amino alc. derivatives with excellent levels of diastereo- and enantioselectivity. This work provides the first demonstration of the feasibility and potential benefits of concerted PCET activation in asym. catalysis.

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Copper catalysis in organic synthesis – NCBI,
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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Zhang, Hong-Hao; Yu, Shouyun researched the compound: [Ir(dtbbpy)(ppy)2]PF6( cas:676525-77-2 ).COA of Formula: C40H40F6IrN4P.They published the article 《Radical Alkylation of Imines with 4-Alkyl-1,4-dihydropyridines Enabled by Photoredox/Bronsted Acid Cocatalysis》 about this compound( cas:676525-77-2 ) in Journal of Organic Chemistry. Keywords: imine dihydropyridine alkyl photoredox bronsted acid radical alkylation catalyst; amine preparation. We’ll tell you more about this compound (cas:676525-77-2).

Radical alkylation of imines with 4-alkyl-1,4-dihydropyridines co-catalyzed by iridium complex and Bronsted acid under visible light irradiation has been achieved. Both aldimines and ketimines can undergo this transformation. Common functional groups, such as hydroxyl groups, ester, amide, ether, cyanide and heterocycles, can be tolerated in this reaction. A variety of structually diverse amines (57 examples) have been produced with up to 98% isolated yields using this method.

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Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Tin-free radical cyclization reactions initiated by visible light photoredox catalysis, published in 2010-07-21, which mentions a compound: 676525-77-2, mainly applied to tin free radical cyclization visible light photoredox catalysis, HPLC of Formula: 676525-77-2.

Herein, we report an advancement in the application of visible light photoredox catalysts in a classic free radical mediated reaction, cyclization onto unactivated π-systems. The reactive radical intermediate is generated by the single electron reduction of an activated C-Br bond by an electron-rich redox catalyst afforded by a visible light induced catalytic cycle.

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Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Recommanded Product: [Ir(dtbbpy)(ppy)2]PF6. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: [Ir(dtbbpy)(ppy)2]PF6, is researched, Molecular C40H40F6IrN4P, CAS is 676525-77-2, about Alcohols as alkylating agents in heteroarene C-H functionalization. Author is Jin, Jian; MacMillan, David W. C..

Primary alcs., diols containing at least one primary alc. moiety, and tetrahydrofurans acted as alkylating agents for six-membered nitrogen heterocycles such as isoquinolines, quinolines, and pyridines in the presence of an iridium photocatalyst Ir(ppy)2(dtbbp)PF6 (ppy = 1,2′-phenylpyridinediyl; dtbpy = 4,4′-di-tert-butyl-2,2-bipyridine), a thiol such as α-mercaptopropanoic acid, and p-toluenesulfonic acid in DMSO under blue LED light to yield alkylated heterocycles such as 1-methylisoquinoline in 43-98% yields. The medicinal agents fasudil dihydrochloride and milrinone were methylated and 3-phenylpropylated, resp., using this method in 82% and 43% yields. The method avoids the use of thermal conditions or stoichiometric oxidants. The mechanism was studied using fluorescence quenching experiments; the key step in the process is proposed to be the spin-center shift of a hydroxyalkylheteroaryl radical to yield an alkylheteroaryl radical with loss of water, precedented in biol. and synthetic settings. In the absence of a thiol, the radical generated from 1-isoquinolinemethanol coupled with two alkenes and two 1-pyrrolecarboxylates to yield dihydrobenzoisoquinolines and pyrrolylmethylisoquinolines, resp., in 25-65% yields.

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Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Quality Control of [Ir(dtbbpy)(ppy)2]PF6. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: [Ir(dtbbpy)(ppy)2]PF6, is researched, Molecular C40H40F6IrN4P, CAS is 676525-77-2, about Visible-Light-Enabled Stereodivergent Synthesis of E- and Z-Configured 1,4-Dienes by Photoredox/Nickel Dual Catalysis. Author is Song, Fan; Wang, Fang; Guo, Lei; Feng, Xiaoliang; Zhang, Yanyan; Chu, Lingling.

A stereodivergent reductive coupling reaction between allylic carbonates and vinyl triflates to furnish both E- and Z-configured 1,4-dienes was achieved by visible-light-induced photoredox/nickel dual catalysis. The mild reaction conditions allowed good compatibility of both vinyl triflates and allylic carbonates. Notably, the stereoselectivity of this synergistic cross-electrophile coupling could be tuned by an appropriate photocatalyst with a suitable triplet-state energy, providing a practical and stereodivergent means to alkene synthesis. Preliminary mechanistic studies shed some light on the coupling step as well as the control of the stereoselectivity step.

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Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: [Ir(dtbbpy)(ppy)2]PF6(SMILESS: [F-][P+5]([F-])([F-])([F-])([F-])[F-].CC(C)(C1=CC=[N]([Ir+3]23([C-]4=CC=CC=C4C5=CC=CC=[N]25)([C-]6=CC=CC=C6C7=CC=CC=[N]37)[N]8=CC=C(C(C)(C)C)C=C98)C9=C1)C,cas:676525-77-2) is researched.Application In Synthesis of Bis(norbornadiene)rhodium (I) tetrafluoroborate. The article 《Pivotal Electron Delivery Effect of the Cobalt Catalyst in Photocarboxylation of Alkynes: A DFT Calculation》 in relation to this compound, is published in Journal of Organic Chemistry. Let’s take a look at the latest research on this compound (cas:676525-77-2).

Photocarboxylation of alkyne with carbon dioxide represents a highly attractive strategy to prepare functionalized alkenes with high efficiency and at. economy. However, the reaction mechanism, especially the sequence of elementary steps (leading to different reaction pathways), reaction modes of the H-transfer step and carboxylation step, spin and charge states of the cobalt catalyst, etc., is still an open question. Herein, d. functional theory calculations are carried out to probe the mechanism of the Ir/Co-catalyzed photocarboxylation of alkynes. The overall catalytic cycle mainly consists of four steps: reductive quenching of the Ir catalyst, hydrogen transfer (rate-determining step), outer sphere carboxylation, and the final catalyst regeneration step. Importantly, the cobalt catalyst can facilitate the H-transfer by an uncommon hydride coupled electron transfer (HCET) process. The pivotal electron delivery effect of the Co center enables a facile H-transfer to the α-C(alkyne) of the aryl group, resulting in the high regioselectivity for β-carboxylation.

There is still a lot of research devoted to this compound(SMILES：[F-][P+5]([F-])([F-])([F-])([F-])[F-].CC(C)(C1=CC=[N]([Ir+3]23([C-]4=CC=CC=C4C5=CC=CC=[N]25)([C-]6=CC=CC=C6C7=CC=CC=[N]37)[N]8=CC=C(C(C)(C)C)C=C98)C9=C1)C)HPLC of Formula: 676525-77-2, and with the development of science, more effects of this compound(676525-77-2) can be discovered.

Reference:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: [Ir(dtbbpy)(ppy)2]PF6, is researched, Molecular C40H40F6IrN4P, CAS is 676525-77-2, about A photoredox catalyzed radical-radical coupling reaction: facile access to multi-substituted nitrogen heterocycles.Safety of [Ir(dtbbpy)(ppy)2]PF6.

Visible light induced photoredox catalysis is an efficient method for radical activation. Herein, we report the photoredox catalysis involving an intramol. radical-radical coupling reaction that proceeds through a biradical intermediate. This protocol represents a new synthetic route to construct multi-substituted N-heterocycles, e.g. I. Four, five and six-membered N-heterocyclic structures with a quaternary carbon center are accessible under mild conditions.

There is still a lot of research devoted to this compound(SMILES：[F-][P+5]([F-])([F-])([F-])([F-])[F-].CC(C)(C1=CC=[N]([Ir+3]23([C-]4=CC=CC=C4C5=CC=CC=[N]25)([C-]6=CC=CC=C6C7=CC=CC=[N]37)[N]8=CC=C(C(C)(C)C)C=C98)C9=C1)C)Safety of [Ir(dtbbpy)(ppy)2]PF6, and with the development of science, more effects of this compound(676525-77-2) can be discovered.

Reference:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Reference of [Ir(dtbbpy)(ppy)2]PF6. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: [Ir(dtbbpy)(ppy)2]PF6, is researched, Molecular C40H40F6IrN4P, CAS is 676525-77-2, about Homogeneous Catalytic System for Photoinduced Hydrogen Production Utilizing Iridium and Rhodium Complexes. Author is Cline, Eric D.; Adamson, Samantha E.; Bernhard, Stefan.

An efficient homogeneous catalytic system for the visible-light-induced production of hydrogen from water utilizing cyclometalated iridium(III) and tris-2,2′-bipyridyl rhodium(III) complexes is described. Synthetic modification of the photosensitizer Ir(C N)2(N N)+ and water reduction catalyst Rh(N N)33+ creates a family of catalysts with diverse photophys. and electrochem. properties. Parallel screening of the various catalyst combinations and photoreaction conditions allows the rapid development of an optimized photocatalytic system that achieves over 5000 turnovers with quantum yields (1/2 H2 per photon absorbed) greater than 34%. Photophys. and electrochem. characterization of the optimized system reveals that the reductive quenching pathway provides the necessary driving force for the formation of [Rh(N N)2], the active catalytic species for the reduction of water to produce hydrogen. Tests for system poisoning with mercury or CS2 provide strong evidence that the system is a true homogeneous system for photocatalytic hydrogen production

There is still a lot of research devoted to this compound(SMILES：[F-][P+5]([F-])([F-])([F-])([F-])[F-].CC(C)(C1=CC=[N]([Ir+3]23([C-]4=CC=CC=C4C5=CC=CC=[N]25)([C-]6=CC=CC=C6C7=CC=CC=[N]37)[N]8=CC=C(C(C)(C)C)C=C98)C9=C1)C)Reference of [Ir(dtbbpy)(ppy)2]PF6, and with the development of science, more effects of this compound(676525-77-2) can be discovered.

Reference:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Electric Literature of C40H40F6IrN4P. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: [Ir(dtbbpy)(ppy)2]PF6, is researched, Molecular C40H40F6IrN4P, CAS is 676525-77-2, about A Noble-Metal-Free, Tetra-nickel Polyoxotungstate Catalyst for Efficient Photocatalytic Hydrogen Evolution. Author is Lv, Hongjin; Guo, Weiwei; Wu, Kaifeng; Chen, Zheyuan; Bacsa, John; Musaev, Djamaladdin G.; Geletii, Yurii V.; Lauinger, Sarah M.; Lian, Tianquan; Hill, Craig L..

A tetra-nickel-containing polyoxotungstate, Na6K4[Ni4(H2O)2(PW9O34)2]·32H2O (Na6K4-Ni4P2), has been synthesized in high yield and systematically characterized. The x-ray crystal structure confirms that a tetra-nickel cluster core [Ni4O14] is sandwiched by two trivacant, heptadentate [PW9O34]9- POM ligands. When coupled with (4,4′-di-tert-butyl-2,2′-dipyridyl)-bis(2-phenylpyridine(1H))-iridium(III) hexafluorophosphate [Ir(ppy)2(dtbbpy)][PF6] as photosensitizer and triethanolamine (TEOA) as sacrificial electron donor, the noble-metal-free complex Ni4P2 works as an efficient and robust mol. catalyst for H2 production upon visible light irradiation Under minimally optimized conditions, Ni4P2 catalyzes H2 production over 1 wk and achieves a turnover number (TON) of as high as 6500 with almost no loss in activity. Mechanistic studies (emission quenching, time-resolved fluorescence decay, and transient absorption spectroscopy) confirm that, under visible light irradiation, the excited state [Ir(ppy)2(dtbbpy)]+* can be both oxidatively and reductively quenched by Ni4P2 and TEOA, resp. Extensive stability studies (e.g., UV-vis absorption, FT-IR, mercury-poison test, dynamic light scattering (DLS) and transmission electron microscopy (TEM)) provide very strong evidence that Ni4P2 catalyst remains homogeneous and intact under turnover conditions.

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Reference:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Ladouceur, Sebastien; Fortin, Daniel; Zysman-Colman, Eli published the article 《Enhanced Luminescent Iridium(III) Complexes Bearing Aryltriazole Cyclometallated Ligands》. Keywords: yellow blue luminescence iridium cyclometalated aryltriazole bipyridine complex; DFT optimized mol structure iridium cyclometalated aryltriazole bipyridine complex; redox potential iridium cyclometalated aryltriazole bipyridine complex; crystal structure iridium cyclometalated aryltriazole bipyridine complex preparation; mol structure iridium cyclometalated aryltriazole bipyridine complex.They researched the compound: [Ir(dtbbpy)(ppy)2]PF6( cas:676525-77-2 ).Electric Literature of C40H40F6IrN4P. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:676525-77-2) here.

Herein we report the synthesis of 4-aryl-1-benzyl-1H-1,2,3-triazoles (atl), made via “”Click chem.”” and their incorporation as cyclometalating ligands into new heteroleptic iridium(III) complexes containing diimine (N∩N) ancillary ligands 2,2′-bipyridine (bpy) and 4,4′-di-tert-butyl-2,2′-bipyridine (dtBubpy). Depending on decoration, these complexes emit from the yellow to sky blue in acetonitrile (ACN) solution at room temperature (RT). Their emission energies are slightly blue-shifted and their photoluminescent quantum efficiencies are markedly higher (between 25 and 80%) than analogous (C∩N)2Ir(N∩N)+ type complexes, where C∩N is a decorated 2-phenylpyridinato ligand. This increased brilliance is in part due to the presence of the benzyl groups, which act to sterically shield the iridium metal center. X-ray crystallog. analyses of two of the atl complexes corroborate this assertion. Their electrochem. is reversible, thus making these complexes amenable for inclusion in light-emitting electrochem. cells (LEECs). A parallel computational investigation supports the exptl. findings and demonstrates that for all complexes included in this study, the HOMO is located on both the aryl fragment of the atl ligands and the iridium metal while the LUMO is located essentially exclusively on the ancillary ligand.

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Reference:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”