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Abstract A series of 1,1′-di(hydroxyalkyl)ferrocenes, [Fc'{(CH 2)nOH}2], with n = 1 (1), 2 (2), 3 (3) and 4 (4) and Fc’ = Fe(eta5-C5H4)2, was synthesized. The electrochemistry of the di(hydroxyalkyl)ferrocenes was studied by cyclic voltammetry in CH2Cl2/0.1 M [N nBu4][PF6] utilizing a glassy carbon working electrode. The ferrocenyl group showed reversible electrochemistry with the formal reduction potential, Eo’ , inversely proportional to alkyl chain length and approximately 59 mV smaller than those of the corresponding mono(hydroxyalkyl)ferrocenes derivatives [Fc(CH2)mOH] with m = 1 (1m), 2 (2m), 3 (3m), and 4 (4m) and Fc = Fe(eta5-C 5H5)(eta5-C5H4 -). The tetraalcohol [Fc'{CH(OH)(CH2)3OH} 2], 5, possessing four OH functionalities, two in the terminal positions and two more, one on each of the two alpha-C relative to the ferrocenyl (Fc’ for dialcohols or Fc for monosubstituted derivatives) group, was isolated as a side product during the synthesis of 4. The formal reduction potential of 5 was Eo’ = -24 mV vs. FcH/FcH+ and closely approached Eo’ of [FcCH(OH)CH3] (Eo’ = -11 mV), [Fc'{CH(OH)CH3}2] (-21 mV) and 1 (0.00 mV vs. FcH/ FcH+). The single crystal X-ray structure of the tetraalcohol 5 (Z = 8, orthorhombic, space group Pbca) was also solved.

Structural influences on the electrochemistry of 1,10-di(hydroxyalkyl) ferrocenes. Structure of [Fe{h5-C5H4eCH(OH)e(CH2)3OH}2]

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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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The preparation of 1,1?-bis(beta-hydroxyethyl)ferrocene (1) by oxidation of 1,1?-divinylferrocene is described. Compound 1 has been characterized by 1H and 13C{1H} NMR, and cyclic voltammetry. The electrochemical data are compared to ferrocene and the closely related 2-ferrocenylethanol, 2.

A new synthesis and electrochemistry of 1,1?-bis(beta-hydroxyethyl)ferrocene

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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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Condensation of carotinoid polyene dialdehydes, 1,1?-ferrocene dialdehydes and of 9-ferrocenyl-2,7-dimethylnonatetraenal with the Fischer carbene complexes (OC)5W=C(NM2)CH2SiMe3 or (OC)5M=C(Me)(OMe) (M=Cr, W) in the presence of n-BuLi or SiM3Cl/NEt3 yields the bis(carbene) complexes 1-4 and the donor acceptor substituted complexes 5, 6. The star-shaped trinuclear molecules 7 and 8 were obtained under Wittig conditions from 1,3,5-tris[(triphenylphosphonio)methyl]benzene tribromide and ferrocene aldehyde or 9-ferrocenyl-2,7-dimethyl-nonatetraenal.

Hydrocarbon bridged metal complexes XLV. Dinuclear polyene-bridged Fischer carbene complexes and a star-shaped benzene-bridged tris(ferrocenyl-decapentaenyl) compound

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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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The reactant in an enzyme-catalyzed reaction is called a substrate. Enzyme inhibitors cause a decrease in the reaction rate of an enzyme-catalyzed reaction. name: 1,1′-Ferrocenedicarboxaldehyde. In heterogeneous catalysis, catalysts provide a surface to which reactants bind in a process of adsorption. Introducing a new discovery about 1271-48-3, Name is 1,1′-Ferrocenedicarboxaldehyde

Alkenylferrocenes, FcCHCHCHCH2 have been synthesized from formylferrocene and allyl halides using beta-SnO and Pd(0) or Pt(II) as co-catalyst in organic aqueous medium. Monoallylated products have been isolated by similar reaction with 1,1?-bis-formylferrocene. These serve as potential precursors for multinuclear ferrocenophanes with extended conjugated ene-spacer.

Pd(0), Pt(II) catalyzed carbon-carbon bond formation across tetragonal tin(II) oxide: Synthesis of ferrocenes with ene-appendage

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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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A series of dyads and triads using ferrocene (Fc) as the donor and 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) as the acceptor, linked either directly or through an N-phenylmethanimine or ethynylbenzene linker have been synthesized. While the former (directly linked) dyads were prepared through acid catalyzed condensation of pyrrole with ferrocenecarboxaldehye or 1,1?-ferrocenedicarboxaldehyde followed by oxidation with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), the latter two sets (imine and alkyne linked) of dyads were obtained through Schiff base condensation or Sonogashira coupling reactions, respectively. The compounds were fully characterized with spectroscopic data and single crystal X-ray analysis in one case. The peaks corresponding to the Fe(ii)/Fe(iii) redox couple at 0.33 to 0.38 V showed a varying degree of positive anodic shift, which reflected the strong electron withdrawing effect of the corresponding BODIPY unit. The first hyperpolarisability, beta, was measured in chloroform using the femtosecond hyper-Rayleigh scattering (HRS) method at 1300 nm. Interestingly, from the betaHRS values, the dominating role of the Fc donor and the intervening linker could be established, which correlated well with the experimental linear optical data as well as theoretical data calculated using density functional theory (DFT) and time-dependent DFT calculations. This work constitutes the first report where electron accepting power of BODIPY in combination with the Fc donor moiety, is exploited and we demonstrate that the values are comparable to that of push-pull derivatives where BODIPY was used as the conjugated linker.

Second-order nonlinear polarizability of ferrocene-BODIPY donor-acceptor adducts. Quantifying charge redistribution in the excited state

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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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An improved synthesis of ferrocene-1,1′-dicarbaldehyde

Ferrocene-1,1′-dicarbaldehyde has been prepared in 70percent yield in a one-pot procedure from dilithioferrocene-TMEDA complex and dimethylformamide.

An improved synthesis of ferrocene-1,1′-dicarbaldehyde

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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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Ionic hydrogenation of acylferrocenes using zinc borohydride: An efficient, mild method for the preparation of alkylferrocenes

An effective mild procedure for the reductive deoxygenation of alpha-ferrocenyl aldehydes, ketones, and alcohols into the corresponding alkylferrocenes is described using a combination of zinc borohydride and zinc chloride. This is the first example of such reactivity of zinc borohydride. The present method allows the synthesis of alkylferrocenes bearing terminally functionalized pendant chains.

Ionic hydrogenation of acylferrocenes using zinc borohydride: An efficient, mild method for the preparation of alkylferrocenes

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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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An Enantioselective Oxidative C-H/C-H Cross-Coupling Reaction: Highly Efficient Method to Prepare Planar Chiral Ferrocenes

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.

An Enantioselective Oxidative C-H/C-H Cross-Coupling Reaction: Highly Efficient Method to Prepare Planar Chiral Ferrocenes

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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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If you are interested in 1271-48-3, you can contact me at any time and look forward to more communication. The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ¡®hit¡¯ molecules. name: 1,1′-Ferrocenedicarboxaldehyde

The reactant in an enzyme-catalyzed reaction is called a substrate. Enzyme inhibitors cause a decrease in the reaction rate of an enzyme-catalyzed reaction. name: 1,1′-Ferrocenedicarboxaldehyde. In heterogeneous catalysis, catalysts provide a surface to which reactants bind in a process of adsorption. Introducing a new discovery about 1271-48-3, Name is 1,1′-Ferrocenedicarboxaldehyde

Pd(0), Pt(II) catalyzed carbon-carbon bond formation across tetragonal tin(II) oxide: Synthesis of ferrocenes with ene-appendage

Alkenylferrocenes, FcCHCHCHCH2 have been synthesized from formylferrocene and allyl halides using beta-SnO and Pd(0) or Pt(II) as co-catalyst in organic aqueous medium. Monoallylated products have been isolated by similar reaction with 1,1?-bis-formylferrocene. These serve as potential precursors for multinuclear ferrocenophanes with extended conjugated ene-spacer.

Pd(0), Pt(II) catalyzed carbon-carbon bond formation across tetragonal tin(II) oxide: Synthesis of ferrocenes with ene-appendage

If you are interested in 1271-48-3, you can contact me at any time and look forward to more communication. The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ¡®hit¡¯ molecules. name: 1,1′-Ferrocenedicarboxaldehyde

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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Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms. In my other articles, you can also check out more blogs about 1271-48-3

Related Products of 1271-48-3, The reactant in an enzyme-catalyzed reaction is called a substrate. Enzyme inhibitors cause a decrease in the reaction rate of an enzyme-catalyzed reaction. 1271-48-3, Name is 1,1′-Ferrocenedicarboxaldehyde, molecular weight is 242.0516. belongs to iron-catalyst compound, In an Article£¬once mentioned of 1271-48-3

Second-order nonlinear polarizability of ferrocene-BODIPY donor-acceptor adducts. Quantifying charge redistribution in the excited state

A series of dyads and triads using ferrocene (Fc) as the donor and 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) as the acceptor, linked either directly or through an N-phenylmethanimine or ethynylbenzene linker have been synthesized. While the former (directly linked) dyads were prepared through acid catalyzed condensation of pyrrole with ferrocenecarboxaldehye or 1,1?-ferrocenedicarboxaldehyde followed by oxidation with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), the latter two sets (imine and alkyne linked) of dyads were obtained through Schiff base condensation or Sonogashira coupling reactions, respectively. The compounds were fully characterized with spectroscopic data and single crystal X-ray analysis in one case. The peaks corresponding to the Fe(ii)/Fe(iii) redox couple at 0.33 to 0.38 V showed a varying degree of positive anodic shift, which reflected the strong electron withdrawing effect of the corresponding BODIPY unit. The first hyperpolarisability, beta, was measured in chloroform using the femtosecond hyper-Rayleigh scattering (HRS) method at 1300 nm. Interestingly, from the betaHRS values, the dominating role of the Fc donor and the intervening linker could be established, which correlated well with the experimental linear optical data as well as theoretical data calculated using density functional theory (DFT) and time-dependent DFT calculations. This work constitutes the first report where electron accepting power of BODIPY in combination with the Fc donor moiety, is exploited and we demonstrate that the values are comparable to that of push-pull derivatives where BODIPY was used as the conjugated linker.

Second-order nonlinear polarizability of ferrocene-BODIPY donor-acceptor adducts. Quantifying charge redistribution in the excited state

Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms. In my other articles, you can also check out more blogs about 1271-48-3

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