Category: 1271-48-3

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A series of cyclometallated and functionalised NHC gold(I) and gold(III) complexes, many of which feature chiral ligands, and their application to A3-coupling reactions is presented. Gold(III) complexes were found to be particularly effective catalysts for the coupling in a range of solvents, however no asymmetric induction was obtained when using chiral gold complexes and the rate of product formation was found to be similar even when using different ligand systems. In-situ NMR analysis of these reactions indicates that decomposition of the catalyst occurs during the course of the reaction while TEM studies revealed the presence of gold nanoparticles in crude reaction mixtures. Taken together these data suggest that the gold nanoparticles, rather than the intact gold complexes, could be the catalytically active species, and if so this may have significant implications for other gold-catalysed systems.

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Reference：
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

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A series of chiral modular C2-symmetric ferrocenyl phosphinite ligands have been synthesized in good yields by using 1,1?-ferrocenedicarboxyaldehyde and various amino alcohols as starting materials, and applied in the iridium(III)-catalyzed asymmetric transfer hydrogenations of aromatic ketones to give the corresponding secondary alcohols with good enantioselectivities and reactivities using 2-propanol as the hydrogen source (up to 98% ee and 99% conversion). The substituents on the backbone of the ligands were found to have a significant effect on both the activity and enantiomeric excess. The structures of these complexes have been clarified by a combination of multinuclear NMR spectroscopy, IR spectroscopy, and elemental analysis.

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Reference：
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

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A Pd-catalyzed, asymmetric oxidative cross-coupling reaction between ferrocenes and heteroarenes is described. The process, which takes place via a twofold C-H bond activation pathway, proceeds with modest to high efficiencies (36-86%) and high levels of regio- and enantioselectivity (95-99% ee). In the reaction, air oxygen serves as a green oxidant and excess amounts of the coupling partners are not required. The process is the first example of a catalytic asymmetric biaryl coupling reaction that occurs via double C-H bond activation. Finally, the generated coupling products can be readily transformed into chiral ligands and catalysts.

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Reference：
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

Chemistry involves the study of all things chemical – chemical processes, name: 1,1′-Ferrocenedicarboxaldehyde, chemical compositions and chemical manipulation – in order to better understand the way in which materials are structured, how they change and how they react in certain situations. In a patent，Which mentioned a new discovery about 1271-48-3

Unsymmetrical 1,1?-disubstituted ferrocenes bearing appropriate substituents for intramolecular cycloadditions were synthesized conveniently starting from 1,1?-ferrocenedicarbaldehyde. Ferrocenenitrone derivatives reacted in an intramolecular regioselective manner affording ferrocenophanes.

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Reference：
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

HPLC of Formula: C12H10FeO2, Academic researchers, R&D teams, teachers, students, policy makers and the media all rely on us to share knowledge that is reliable, accurate and cutting-edge. In a document type is Article, and a compound is mentioned, 1271-48-3, name is 1,1′-Ferrocenedicarboxaldehyde, introducing its new discovery.

Six symmetrical ferrocenyl Schiff base materials were synthesized and characterized by UV, 1H NMR, mass spectrometry (MS) and elemental analysis. Their off-resonant third-order nonlinear optical properties were measured using femtosecond laser and degenerate four-wave mixing (DFWM) technique. The third-order nonlinear optical susceptibilities chi(3) were 1.961-6.363 × 10-13 esu. The nonlinear refractive indexes n2 were 3.609-11.716 × 10-12 esu. The second-order hyperpolarizabilities gamma of these molecules were 1.967-6.388 × 10-31 esu. The response time were 45.759-73.079 fs. The results indicate that these materials have potential nonlinear optical applications.

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Reference：
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

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A series of complexes of transition metal ions (Cr3+, Mn 2+, Co2+, Ni2+, Cu2+, Zn 2+) and of lanthanide ions (La3+, Nd3+, Gd 3+, Dy3+, Lu3+) with the anions of ferrocenylmethyl-L-cysteine [(C5H5)Fe(C5H 4CH(R)SCH2CH(NH3+)CO 2-] (L1) and with the dianions of 1,1?-ferrocenylbis(methyl-L-cysteine) [Fe(C5H 4CH(R)SCH2CH(NH3+) CO 2-)2] (R = H, Me, Ph) (L2) as N,O,S-donors were prepared. With the monocysteine ferrocene derivative L 1 as ligands complexes [MIIL12] or [CrIIIL12]Cl type complexes are formed whereas the bis(cysteine) ligand L2 yields insoluble complexes of type [ML2]n, presumably as coordination polymers. The magnetic moments of [MnIIL2]n, [PrIIIL 2]n(OH)n and [DyIIIL 2]n(OH)n exhibit “normal” paramagnetism.

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Reference：
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

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1,1?-Ferrocene biscarboxaldehyde (1) has been prepared and the aldehyde groups were subsequently protected with acetal groups to produce 1,1?-bisacetalferrocene (2). A ring-locked ferrocene was synthesised by further derivatisation of the cyclopentadiene rings at the 2,2? positions with phosphine substituents to produce 2,2?-bis-(acetal)-1,1?-diphenylphosphinoferrocene (3), which was subsequently coordinated to either a nickel chloride (5) or nickel bromide (6) metal centre. The ring-locked ferrocene complexes produced 2,5?-bis-(acetal)-1,1?-diphenylphosphinoferrocene substitution patterns. The acetal protecting groups of 2,2?-bis-(acetal)-1,1?-diphenylphosphinoferrocene were removed to produce 1,1?-bis-carboxaldehyde-2,2?-diphenylphosphinoferrocene (4). The Cp rings of 1,1?-bisacetalferrocene were also further derivatised at the 2,2? positions with a silane to produce the ring-locked 1,1?-siloxane-2,5?-bisacetalferrocenophane (7). The acetal protecting groups were removed from this to produce 1,1?-siloxane-2,5?-ferrocenophanecarboxaldehyde (8). For both the phosphine and siloxane electrophiles, the substitution on the Cp rings gives chiral products (obtained as racemic mixtures). Due to the highly regioselective nature of the reaction and diastereoselectivity in the products only C2-symmetric compounds were observed without the presence of meso diastereoisomers. Subsequent ring-locking forced the Cp rings to rotate, leading to 1,1?-ring-locked ferrocenes with 2,5?-arrangement of the acetal groups (i.e. on opposite faces of the ferrocene unit).

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Reference：
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

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By means of base-catalysed condensation of 1-acyl-/1,1?- diacylferrocenes (acylformyl or acetyl) with 3-formyl- and 3,7- diacetylphenothiazines a series of novel mono- and bis-chalcones were prepared. The enhanced reactivity of the enolate anions of the mono-chalcone intermediates relative to that of the enolates of the corresponding diacetyl-substituted precursor was interpreted by the electron-releasing effect of the ferrocenyl- or phenothiazinyl group present in the beta position of the enone subunit. The structures of the novel products were evidenced by IR, 1H and 13C NMR spectroscopy including 2D-COSY, 2D-HSQC and 2D-HMBC measurements.

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Reference：
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

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We reported in 1993 an efficient synthesis of ferrocene and ruthenocene mono-and dialdehydes which suggested the first truly specific monolithiation of these two metallocenes (U.T. Mueller-Westerhoff, Z. Yang and G. Ingram, J. Organomet. Chem., 463 (1993) 163). Unfortunately, these results were based on inappropriate experimental methods. We have now meticulously analyzed a wide spread of reaction conditions and have concluded that an effective monolithiation of ferrocene and of ruthenocene is possible, but not under the previously described reaction conditions.

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Reference：
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

Electric Literature of 1271-48-3, Academic researchers, R&D teams, teachers, students, policy makers and the media all rely on us to share knowledge that is reliable, accurate and cutting-edge. In a document type is Article, and a compound is mentioned, 1271-48-3, name is 1,1′-Ferrocenedicarboxaldehyde, introducing its new discovery.

The series of aminophosphonates bearing the 1,1? -bis-substituted ferrocenyl moiety was obtained by the addition of dialkyl phosphites to an azomethine bond of Schiff bases derived from 1,1?-ferrocene-bis-carboxaldehyde. This addition led to both diastereoisomeric forms demonstrating its behaviour to be contrary to the addition to terephthalic Schiff bases, which led exclusively to a meso -form.

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Reference：
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion