Unsymmetrical Tetradentate Schiff Bases Derived from 2-[(2-2 Amino-Phenylimino)-Methyl]-Phenol and 2-[1-(2-Amino-Phenylimino)-Ethyl]-Phenol

Boghaei, Davar M.; Mohebi, Sajjad

doi:10.3184/030823402103171311

Cited by 13 publications

(4 citation statements)

References 24 publications

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“…Claramunt et al remarked that the 13 C resonance varies from ∼151 ppm for an enol-imine to ∼180 ppm for a pure keto-enamine tautomer, making the 13 C resonance a powerful parameter to discern the relative tautomeric population. The 13 C NMR spectrum exhibits also resonances for the aldimine C11 (162.6 ppm) and the ketimine C19 (173.9 ppm) at typical chemical shifts. − Thus, X-ray diffraction and NMR spectroscopy demonstrate that in H 2 carl Cl the aldimine and ketimine moieties are in the enol-imine form in the solid state and in solution.…”

Section: Analysis and Discussionmentioning

confidence: 96%

“…The 1 H NMR spectrum of H 2 carl Cl reveals two singlets at 14.12 ppm for O12 H and at 12.94 ppm for O11 H typical for salophen ligands. − The singlets at 8.38 ppm are also typical for imine groups.…”

Section: Analysis and Discussionmentioning

confidence: 98%

“…Further evidence for the O-protonated tautomer in both compartments is provided by 13 C NMR spectroscopy. The 13 C NMR spectrum of H 2 carl Cl exhibits resonances at 161.3 ppm for C1 and at 161.4 ppm for C101 typical for salophen ligands (161 ppm) 80 and for enol-imines (160.9 ppm). 81 Claramunt et al remarked that the 13 C resonance varies from ∼151 ppm for an enol-imine to ∼180 ppm for a pure keto-enamine tautomer, 82 making the 13 C resonance a powerful parameter to discern the relative tautomeric population.…”

Section: ■ Analysis and Discussionmentioning

confidence: 99%

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Probing the Radialene-Character in Triplesalophen Ligands by Spectroscopic and Structural Analysis

et al. 2012

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The triplesalen ligand system based on three salen-like coordination environments bridged by a common phloroglucinol ring has been designed and successfully applied for the rational synthesis of single-molecule magnets from two trinuclear triplesalen complexes and one hexacyanometallate by supramolecular recognition. In order to optimize this system with respect to magnetic anisotropy, the triplesalophen ligand system has been identified, which should allow for the synthesis of nonanuclear complexes composed of two trinuclear triple-salophen complexes and three connecting units. Herein, the convergent synthesis of the triplesalophen ligand system is described, which differs fom the divergent strategy for the triplesalen ligand system. The molecular and elecrtronic structures of the triplesalophen ligands H(6)baron(R) (R = Me, Cl, Br) have been established by single-crystal X-ray diffraction, NMR, FTIR, and UV-vis spectroscopies. These complementary methods allowed the assignment of the central compartment not to be in the O-protonated tautomer but in the N-protonated tautomer with the prevalence of a keto-enamine resonance description, which resembles a heteroradialene. Furthermore, the comparison with the mononucleating unsymmetrical salophen reference ligand H(2)carl(Cl) and with compounds from the literature provides unique signatures for the appearance of the heteroradialene motif not only in NMR spectra and structural parameters but also in IR and UV-vis spectra. These signatures form the basis for the interpretation and understanding of the electronic structures of transition metal complexes with the triplesalophen ligand system.

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Section: Analysis and Discussionmentioning

confidence: 96%

Section: Analysis and Discussionmentioning

confidence: 98%

Section: ■ Analysis and Discussionmentioning

confidence: 99%

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Probing the Radialene-Character in Triplesalophen Ligands by Spectroscopic and Structural Analysis

et al. 2012

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“…The IR spectra of free ligands display two bands around 3450 and 3300 cm −1 corresponding to ν as and ν sym of the terminal NH 2 group. 21 In the spectra of the metal complexes, these two bands appeared unaltered, showing noninvolvement of this Downloaded by [National Sun Yat-Sen University] at 07: 33 26 December 2014 …”

Section: Ir Spectramentioning

confidence: 94%

Thiosemicarbazone Complexes of Ruthenium(II) and Rhodium(I) Containing Triphenylphosphine

Muthusamy

Viswanathamurthi

Muthukumar

et al. 2009

Phosphorus, Sulfur, and Silicon and the Related Elements

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ChemInform Abstract: Unsymmetrical Tetradentate Schiff Bases Derived from 2‐[(2‐Amino‐phenylimino)‐methyl]‐phenol and 2‐[1‐(2‐Amino‐phenylimino)‐ethyl]‐phenol.

Boghaei

Mohebi

2002

ChemInform

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ketone derivativesketone derivatives (benzene compounds) Q 0370 -085Unsymmetrical Tetradentate Schiff Bases Derived from 2-[(2-Aminophenylimino)-methyl]-phenol and 2-[1-(2-Amino-phenylimino)-ethyl]phenol.-The novel unsymmetrical Schiff bases (III) are derived from condensation reaction of the known precursors (I) and appropriate carbonyl compounds (II). The symmetrical Schiff bases (VI) are synthesized using the same simple procedure.-(BOGHAEI, DAVAR M.; MOHEBI, SAJJAD;

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Unsymmetrical Tetradentate Schiff Bases Derived from 2-[(2-2 Amino-Phenylimino)-Methyl]-Phenol and 2-[1-(2-Amino-Phenylimino)-Ethyl]-Phenol

Abstract: The novel unsymmetrical, diimino-tetradentate Schiff bases derived from 2-[(2-amino-phenylimino)- methyl]-phenol and 2-[1-(2-amino-phenylimino)-ethyl]-phenol were synthesised and characterised by template and non-template methods.

Cited by 13 publications

References 24 publications

Probing the Radialene-Character in Triplesalophen Ligands by Spectroscopic and Structural Analysis

Probing the Radialene-Character in Triplesalophen Ligands by Spectroscopic and Structural Analysis

Thiosemicarbazone Complexes of Ruthenium(II) and Rhodium(I) Containing Triphenylphosphine

ChemInform Abstract: Unsymmetrical Tetradentate Schiff Bases Derived from 2‐[(2‐Amino‐phenylimino)‐methyl]‐phenol and 2‐[1‐(2‐Amino‐phenylimino)‐ethyl]‐phenol.

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