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1271-48-3, Name is 1,1′-Ferrocenedicarboxaldehyde, belongs to iron-catalyst compound, is a common compound. Product Details of 1271-48-3In an article, once mentioned the new application about 1271-48-3.

Bi-functionalised metallocenes use for marking biological molecules

The invention relates to bi-functionalised metallocenes of general formula (I) where Me=a transition metal, preferably chosen from Fe, Ru and Os, Y and Z, when identical are selected from ?(CH2)n?O?, (CH2)?O?[(CH2)2?O]P? and ?(CH2)q?CONH?(CH2)r?O?, or Y=?(CH2)S?NH? and Z=?(CH2)t?COO?, n=a whole number from 3 to 6 inclusive, p=a whole number from 1 to 4 inclusive, q=a whole number from 0 to 2 inclusive, r=a whole number from 0 to 2 inclusive, s=a whole number from 2 to 5 inclusive, t=a whole number from 3 to 6 inclusive, R and R?=H atoms or are protective groups used in oligonucleotide and peptide synthesis, where at least one of R or R? is protective group used in oligonucleotide and peptide synthesis and R and R? are as defined below: (i) when Z and Y are selected from (CH2)n?O?, ?(CH2)?O?[(CH2)2?O]p? and ?(CH2)q?CONH?(CH2)r?O?, then R and R? are protective groups used in oligonucleotide synthesis and R is a group which can leave a free OH group after deprotection, preferably a photolabile group such as monomethroxythoxytrityl, dimethoxytrityl, t-butyldimethylsilyl, acetyl or trifluroacetyl, and R? is a phosphorylated group which can react with a free OH, preferably a phosphodiester, phosphoramidite or H-phosphonate and (ii) when Y=?(CH2)n?NH? and Z=?(CH2)t?COO?, then R is a protective group used in the synthesis of peptides and is an amino-protecting group, preferably 9-fluorenyloxycarbonyl, t-butoxycarbonyl or benzyloxycarbonyl and R?=H. The above is applied in marking.

Bi-functionalised metallocenes use for marking biological molecules

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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

 

The important role of 1,1′-Ferrocenedicarboxaldehyde

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Simple reduction of ferrocenyl aldehydes and ketones by sodium boranuide in trifluoroacetic acid: New, efficient, general preparation of alkylferrocenes

Alkylferrocenes are obtained in excellent yields by ionic hydrogenation of ferrocenyl aldehydes and ketones using sodium boranuide and trifluoroacetic acid.

Simple reduction of ferrocenyl aldehydes and ketones by sodium boranuide in trifluoroacetic acid: New, efficient, general preparation of alkylferrocenes

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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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Synthesis and properties of directly linked corrole-ferrocene systems

Meso-substituted corroles bearing directly linked ferrocene unit have been synthesized for the first time. Among various methods studied, only the condensation of pentafluorophenyldipyrromethane with a formylferrocene led to this type of product. A triad containing corrole and porphyrin bridged with ferrocene has been obtained by a convergent approach. Bilanes were used as crucial substrates in the porphyrin-forming step. For the first time it was shown that H2O-MeOH-HCl conditions are suitable for preparation of various 10-(formylaryl)corroles via the direct condensation of aromatic dialdehydes with dipyrromethanes. Electrochemical studies of 10-ferrocenyl-5,15-bis(pentafluorophenyl)corrole support the possibility of intramolecular electron transfer from the corrole to the ferrocene system after the electrode oxidation of the ferrocene to a ferrocenium cation. We have studied the structure of 1-(corrolyl)-1?-(porphyrinyl)ferrocene by 1H NMR and UV-Vis. NMR spectra show that this compound has more conformational freedom than analogous, previously studied bis- porphyrinylferrocenes. Absorption spectra suggest the lack of strong electronic interaction between ferrocene and porphyrinoids for dyads and significant conjugation for the triad. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

Synthesis and properties of directly linked corrole-ferrocene systems

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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

 

Can You Really Do Chemisty Experiments About 1,1′-Ferrocenedicarboxaldehyde

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A multiresponsive two-arm ferrocene-based chemosensor molecule for selective detection of mercury

The preparation, electrochemical, electronic, and cation sensing properties of an indole-ferrocene-indole triad, are presented. A salient feature of this new structural motif is that the redox-active organometallic fragment is linked to the indole rings by unsaturated nitrogen functionalities. Triad 4 behaves as a highly selective dual-redox and chromogenic chemosensor molecule for Hg 2+ cations: the oxidation redox peak is anodically shifted (DeltaE1/2 = 210 mV), and the low energy band of the absorption spectrum is red-shifted (Deltalambda = 120 mm), upon complexation with this metal cation. This change in the absorption spectrum is accompanied by a dramatic colour change from orange to green which allows the potential for “naked eye” detection. 1H NMR as well as DFT calculations have been carried out to get information about the molecular sites which are involved in bonding.

A multiresponsive two-arm ferrocene-based chemosensor molecule for selective detection of mercury

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Reference£º
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

 

Brief introduction of 1271-48-3

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1271-48-3, Name is 1,1′-Ferrocenedicarboxaldehyde, belongs to iron-catalyst compound, is a common compound. name: 1,1′-FerrocenedicarboxaldehydeIn an article, once mentioned the new application about 1271-48-3.

Incorporation of a ferrocene unit in the pi-conjugated structure of donor-linker-acceptor (D-pi-A) chromophores for nonlinear optics (NLO)

In this paper we describe the synthesis, the electrochemical behaviour as well as the linear and nonlinear optical (NLO) properties of two push-pull derivatives bearing pyranylidene electron donating fragment, pyrimidine/methyl pyrimidinium electron withdrawing moiety and a ferrocene part in the pi-conjugated bridge. The properties of these two compounds were compared to their analogues without ferrocene or pyranylidene fragments. Experimental results were completed with DFT calculations to gain further insight into the intramolecular charge transfer (ICT). All the results indicate a significant charge transfer through the ferrocene unit. The ICT is however more limited than in all organic analogues.

Incorporation of a ferrocene unit in the pi-conjugated structure of donor-linker-acceptor (D-pi-A) chromophores for nonlinear optics (NLO)

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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

 

Properties and Exciting Facts About 1,1′-Ferrocenedicarboxaldehyde

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Synthesis of unsymmetrical 1,1?-disubstituted ferrocenes. Formation of ferrocenophanes via intramolecular cycloaddition

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.

Synthesis of unsymmetrical 1,1?-disubstituted ferrocenes. Formation of ferrocenophanes via intramolecular cycloaddition

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Reference£º
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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One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, category: iron-catalyst, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 1271-48-3, Name is 1,1′-Ferrocenedicarboxaldehyde, molecular formula is C12H10FeO2

Synthesis, molecular structure and properties of a ferrocene-based difluoropyrrolo-oxaborole derivative

Reaction of 1,1?-ferrocenedicarbonyl chloride with 3-ethyl-2,4-dimethylpyrrole in DCM produced the half-way product, namely, the ferrocene bis(2-ketopyrrole) derivative 2 and not the expected bis(dipyrromethene) compound. The 2-ketopyrrole compound readily reacted with BF3¡¤Et2O to produce the bis(difluoropyrrolo)-oxaborole compound, FBF, as a red/brown solid which was characterised by X-ray crystallography. 57Fe Moessbauer spectra for 2 and FBF were consistent with low-spin iron(II) (d6) ferrocene derivatives. A cyclic voltammogram for 2 in acetonitrile revealed a reversible wave at +0.31 V vs. Fc+/Fc (ferrocene-based) and an irreversible wave at -2.38 V vs. Fc+/Fc (ketopyrrole-based). The electrochemical behaviour is severely perturbed by the chelation of the BF2 groups. Alterations to the electronic properties of 2 by formation of FBF are also evident in the absorption profiles. DFT calculations [B3PW91, 6-31G(3df)] support the observed changes in the electrochemistry findings and the Moessbauer spectroscopic data. Reaction of 1,1?-ferrocenedicarbonyl chloride with 3-ethyl-2,4-dimethylpyrrole produces the bis(ketopyrrole) compound. Chelation of BF2 to the ketopyrrole units forms the difluoropyrrolo-oxaborole.

Synthesis, molecular structure and properties of a ferrocene-based difluoropyrrolo-oxaborole derivative

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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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Synthesis, structure, and electronic properties of extended pi-conjugated group 6 Fischer alkoxy-bis(carbene) complexes

The synthesis, structure and electronic properties of novel Group 6 Fischer alkoxy-bis(carbene) complexes are reported. The UV/Vis spectra of these species display two main absorptions at approximately 350 and 550 nm attributable to a ligand-field (LF) and metal-to-ligand charge-transfer (MLCT) transitions, respectively. The planarity of the system and the cooperative effect of both pentacarbonyl metal moieties greatly enhance the conjugation between the group at the end of the spacer and the metal carbene fragment provoking dramatic changes in the LF and MLCT absorptions. This is in contrast to related push-pull Fischer monocarbenes, where the position of the MLCT band remains mostly unaltered regardless the substituent attached to the donor fragment. In addition, the MLCT maxima can be tuned with subtle modifications of the electronic nature of the central aryl fragment in the novel A-pi-D-pi-A (A=acceptor, D=donor) systems. DFT and time-dependent (TD) DFT quantum chemical calculations at the B3LYP/def2-SVP level have also been performed to determine the minimum-energy molecular structure of this family of compounds and to analyse the nature of the vertical one-electron excitations associated to the observed UV/Vis absorptions as well as to rationalise their electrochemical behaviour. The ability of tuning up the electronic properties of the compounds studied herein may be of future use in material chemistry. Copyright

Synthesis, structure, and electronic properties of extended pi-conjugated group 6 Fischer alkoxy-bis(carbene) complexes

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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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24- and 26-membered macrocyclic diorganotin(IV) bis-dithiocarbamate complexes with N,N?-disubstituted 1,3- and 1,4-bis(aminomethyl)benzene and 1,1?-bis(aminomethyl)ferrocene as spacer groups

The potassium bis-dithiocarbamate (bis-dtc) salts of 1,3- bis(benzylaminomethyl)benzene (1,3-Bn-ambdtc), 1,3-bis(iso-butylaminomethyl) benzene (1,3-iBu-ambdtc), 1,4-bis(benzylaminomethyl)benzene (1,4-Bn-ambdtc), and 1,4-bis(iso-butylaminomethyl)benzene (1,4- iBu-ambdtc) were reacted with three different diorganotin dichlorides (R2SnCl2 with R = Me, nBu, and Ph) in 1:1 stoichiometric ratios to give the corresponding diorganotin bis- dithiocarbamates. Additionally, the dimethyltin bis-dithiocarbamate of 1,1?-bis(benzylaminomethyl)ferrocene (1,1?-Bn-amfdtc) was prepared. The resulting complexes have been characterized as far as possible by elemental analysis, FAB+ mass spectrometry, IR and NMR (1H, 13C, and 119Sn) spectroscopy, and single-crystal X-ray diffraction, showing that the tin complexes are dinuclear 24- and 26-membered macrocyclic species of composition [{R2Sn(bis-dtc)}2]. As shown by 119Sn NMR spectroscopy, the tin centers are hexa-coordinated in all cases; however, two different coordination environments are possible, as detected by single-crystal X-ray diffraction. In the dimethyltin derivatives of 1,3-Bn-ambdtc, 1,3-iBu-ambdtc, 1,4-Bn-ambdtc, and 1,1?-Bn-amfdtc and the di-n-butyltin derivative of 1,3- iBu-ambdtc, the metal atoms are embedded in skewed-trapezoidal- bipyramidal coordination polyhedra with asymmetrically coordinating trans-oriented dtc groups. In contrast, in the diphenyltin derivative 1,3- iBu-ambdtc, the metal centers have distorted octahedral coordination with symmetrically coordinating cis-oriented dtc functions. Thus, for the complexes derived from 1,3-Bn/iBu-ambdtc, two different macrocyclic structures were observed. In the dimethyl- and di-n-butyltin derivatives, the bridging bis-dtc ligands adopt U-shaped conformations, while in the case of the diphenyltin derivative, the conformation is L-shaped. Furthermore, two different macrocyclic ring conformations can occurr, which differ in the spatial orientation of the substituents attached to the nitrogen atoms (Bn or iBu). The dimethyltin derivatives of 1,4-Bn-ambdtc and 1,1?-Bn-amfdtc have cavities, in which aromatic rings are accomodated in the solid state.

24- and 26-membered macrocyclic diorganotin(IV) bis-dithiocarbamate complexes with N,N?-disubstituted 1,3- and 1,4-bis(aminomethyl)benzene and 1,1?-bis(aminomethyl)ferrocene as spacer groups

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Reference£º
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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Synthesis and characterization of 1,1?-bis[(N-methyl-N-phenyl)aminomethyl(ethyl)]ferrocenes. Crystal structures of [Fe{(eta5-C5H4)-C(C6H 5){double bond, long}N-CH2C6H4CH3-4} 2] and 2[Fe{(eta5-C5H4)-CH2N (CH3)…

Title full: Synthesis and characterization of 1,1?-bis[(N-methyl-N-phenyl)aminomethyl(ethyl)]ferrocenes. Crystal structures of [Fe{(eta5-C5H4)-C(C6H 5){double bond, long}N-CH2C6H4CH3-4} 2] and 2[Fe{(eta5-C5H4)-CH2N (CH3)-C6H4OCH3-4}2] ¡¤ 1/4H2O. Direct or catalytic condensation of diacylferrocenes (acyl = formyl, acetyl, and benzoyl) and anilines or benzylamines with titanium tetrachloride as a catalyst resulted in the corresponding diimines 1-3, respectively. Reduction of these imines with sodium borohydride or lithium aluminum hydride/aluminum chloride in THF yielded 1,1?-bis[(N-phenyl)aminomethyl(ethyl)]ferrocenes (4, 5) and 1,1?-bis[(N-benzyl)aminobenzyl]ferrocenes (6), respectively. Reductive methylation of 4-6 with aqueous formaldehyde, cyanoborohydride and acetic acid only afforded 1,1?-bis[(N-methyl-N-phenyl)aminomethyl(ethyl)]ferrocenes (7, 8). 1,1?-Bis[{(N-methyl-N-benzyl)amino}benzyl]ferrocenes (9) were not obtained, probably due to their debenzylation under the acidic conditions. The molecular structures of 3g and 7a were determined by single crystal X-ray analysis.

Synthesis and characterization of 1,1?-bis[(N-methyl-N-phenyl)aminomethyl(ethyl)]ferrocenes. Crystal structures of [Fe{(eta5-C5H4)-C(C6H 5){double bond, long}N-CH2C6H4CH3-4} 2] and 2[Fe{(eta5-C5H4)-CH2N (CH3)…

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Reference£º
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