<b>The Chemistry and Structure of Ferrocene. VIII. Interannular Resonance and the Mechanism of Electrophilic Substitution</b>

Rosenblum, M.; Santer, J. O.; Howells, W. Glenn.

doi:10.1021/ja00893a015

Cited by 151 publications

(52 citation statements)

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“…A ferrocene moiety is revealed in the UV spectra of all the synthesized compounds (Table 1) by two intensive maxima owing to n-p * and p-p * electronic transitions in the regions of 277-297 and 330-339 nm, and non-intensive absorption at 430-450 nm assigned to d-d transitions of the iron atom [6]. The azomethine chromophore appears in the Schiff's bases 5-8 and b-aminovinylketone 14 with intensive maxima in the area of 380-390 nm which is absent in the spectra of the amines 1 and 2.…”

Section: Syntheses and Spectral Propertiesmentioning

confidence: 99%

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Synthesis, computational modelling and liquid crystalline properties of some [3]ferrocenophane-containing Schiff’s bases and β-aminovinylketone: Molecular geometry–phase behaviour relationship

Kadkin

Han

Galyametdinov

2007

Journal of Organometallic Chemistry

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Section: Syntheses and Spectral Propertiesmentioning

confidence: 99%

“…s, 4H, NH 2 ), 3.78 (m, 2H, C 5 H 3 Fe), 4.25 (m, 2H, C 5 H 3 Fe), 4.32 (m, 2H, C 5 H 3 Fe),6.59 (m, 2H, C 6 H 4 ),7.16 (m, 2H, C 6 H 4 ). IR (KBr tablet): m ¼ 3428:2 (N-H), 3359.2 (N-H), 2907.3 (C-H), 2837.4 (C-H), 1618.2, 1528.3, 1275.5, 1179.1, 829.0 cm À1 .…”

mentioning

confidence: 99%

Synthesis, computational modelling and liquid crystalline properties of some [3]ferrocenophane-containing Schiff’s bases and β-aminovinylketone: Molecular geometry–phase behaviour relationship

Kadkin

Han

Galyametdinov

2007

Journal of Organometallic Chemistry

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“…20,21 The B band observed at 270 nm can be attributed to the cyclopentadienyl rings that undergo a hypsochromic shift in the complexes. 22 The broad absorption band at 416 nm in the ligand is assigned to charge transfer from the iron to either the non-bonding or antibonding orbitals of the cyclopentadienyl rings. These absorption bands become weaker with no appreciable shift in the position in the spectra of their metal complexes.…”

Section: Uv Spectramentioning

confidence: 99%

Studies of biologically potent organotin(IV) and organosilicon(IV) complexes of a sulfur donor ligand derived from 1‐acetylferrocene

Singh

Joshi

Gajraj

et al. 2002

Applied Organom Chemis

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The coordination and organometallic chemistry of metal±nitrogen-and metal±sulfur-bonded compounds have come to occupy a prominent position in research due to their economical importance in the field of agricultural, medicinal and industrial chemistry. Although Schiff bases of ferrocene derivatives and their metal complexes with lanthanide and transition metal ions have been synthesized and some of their structures characterized, their interaction with main group metal ions and the formation of their coordination complexes are subjects of current interest. This communication deals with a description of synthetic procedure and structural characterization on the basis of analytical and spectroscopic techniques of a new class of coordination compounds of organotin(IV) and organosilicon(IV) with a sulfur-containing ligand moiety derived by the condensation of 1-acetylferrocene and thiosemicarbazide. Finally, attempts have been made to establish a correlation between a variety of biointeraction activities, including antimicrobial activity and antifertility activity, on male rats and the structures of the resulting products on the basis of different constituents and chemical phenomena.

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“…In fact, ferrocene is 3.3 x 10 6 times more reactive than benzene and about 1 x 10 3 times more reactive than mesitylene in Friedel-Crafts acetylations 3 . Direct electrophilic substitution of ferrocene by protonated carbonyl compounds followed by further reactions has attracted the interest of a large number of researchers 4 .…”

Section: Introductionmentioning

confidence: 97%

Direct one step preparation and 13C-NMR spectroscopic characterization of alpha-ferrocenyl carbocations derived from ferrocene and carbonyl compounds in trifluoroacetic acid medium1a

Prakash¹,

Buchholz²,

Vaughan³

et al. 1999

J. Braz. Chem. Soc.

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A reação de aldeídos e cetonas com ferroceno, na presença de ácido trifluoroacético, gera uma série de α-ferrocenoalquil carbocátions estáveis por longo tempo que foram caracterizados por espectroscopia de Ressonância Magnética Nuclear de 13 C. De forma inesperada, quando esta reação foi realizada usando tetrafenilciclopentadienona, o correspondente dihidro derivado 3 foi isolado com muito bom rendimento. A formação deste composto pode requerer ferroceno atuando como agente redutor.Reaction of aldehydes and ketones with ferrocene, in the presence of trifluoroacetic acid, afforded a series of stable long lived α-ferrocenylalkyl carbocations which were characterized by 13 C-NMR spectroscopy. When this reaction was attempted using tetraphenylcyclopentadienone, quite unexpectedly the corresponding dihydro derivative 3 was isolated, in very good yield.Formation of this compound may require ferrocene acting as a reducing agent.

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The Chemistry and Structure of Ferrocene. VIII. Interannular Resonance and the Mechanism of Electrophilic Substitution

Cited by 151 publications

References 0 publications

Synthesis, computational modelling and liquid crystalline properties of some [3]ferrocenophane-containing Schiff’s bases and β-aminovinylketone: Molecular geometry–phase behaviour relationship

Synthesis, computational modelling and liquid crystalline properties of some [3]ferrocenophane-containing Schiff’s bases and β-aminovinylketone: Molecular geometry–phase behaviour relationship

Studies of biologically potent organotin(IV) and organosilicon(IV) complexes of a sulfur donor ligand derived from 1‐acetylferrocene

Direct one step preparation and 13C-NMR spectroscopic characterization of alpha-ferrocenyl carbocations derived from ferrocene and carbonyl compounds in trifluoroacetic acid medium1a

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