From intra- to inter-molecular hydrogen bonds with the surroundings: steady-state and timeresolved behaviours

Alarcos, Noemí; Gutiérrez, Mario; Liras, Marta; Sánchez, Félix; Douhal, Abderrazzak

doi:10.1039/c5pp00079c

Cited by 25 publications

(24 citation statements)

References 43 publications

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“…Detailed NMR data of 1 – 3 are provided in the experimental section and NMR spectra can be found in the supporting information (Figure S6‐S21). The phenolic protons appear at δ = 11.41, 13.42 ppm and δ = 10.25, 13.20 ppm in the 1 H NMR spectra of Schiff bases H 2 L and H 2 L′ respectively . The signal for these protons are disappeared in the 1 H NMR spectra of all complexes indicating complete deprotonation of the ligands in complexes.…”

Section: Resultsmentioning

confidence: 97%

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Schiff base supported mononuclear organotin(IV) complexes: Syntheses, structures and fluorescence cell imaging

Vinayak

Dey

Ghosh

et al. 2017

Applied Organom Chemis

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Three mononuclear organotin(IV) complexes supported by Schiff bases have been synthesized. The complexes [(C6H5)2Sn(L)] (1), [(t‐Bu)2Sn(L)] (2) and [(t‐Bu)2Sn(L')] (3) (L, L' = deprotonated Schiff bases) were obtained in good yield by the reaction of Schiff bases H2L or H2L′ with corresponding diorganotin dichlorides respectively. All newly synthesized complexes were characterized by means of FT‐IR spectroscopy, elemental analysis and multinuclear (1H, 13C and 119Sn) NMR spectroscopy. In addition, single crystal X‐ray diffraction analyses were employed to establish the solid state molecular structures of these complexes. The structures of 1–3 reveal that all complexes are mononuclear with a five‐coordinated tin(IV) centre in it. The absorption and emission properties of all complexes have been investigated. Moreover, cytotoxicity and fluorescence cell imaging studies of theses complexes have been performed.

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Section: Resultsmentioning

confidence: 97%

“…Solvents were distilled prior to use. The ligand H 2 L and H 2 L′ were synthesized according to literature procedures …”

Section: Methodsmentioning

confidence: 99%

Schiff base supported mononuclear organotin(IV) complexes: Syntheses, structures and fluorescence cell imaging

Vinayak

Dey

Ghosh

et al. 2017

Applied Organom Chemis

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“…The polydendate and potentially bridging Schiff base ligand ( H 2 L ) was prepared by the Schiff condensation of stoichiometric amounts of salicylaldehyde and 2‐amino‐4‐nitrophenol following a literature procedure . Pure orange crystals of H 2 L were treated with nickel nitrate hexahydrate in DMF using triethylamine as base at room temperature.…”

Section: Resultsmentioning

confidence: 99%

“…Thus, recently, we have reported a tetra‐nuclear Ni complex with a Ni 4 O 4 cubane core obtained with the Schiff‐base ligand N ‐(2‐hydroxyphenyl)‐3‐methoxy‐salicylideneamine . As a continuation of this project, we have studied the use of another Schiff base ligand (E)‐2‐(2‐hydroxybenzyliden)amino‐4‐nitrophenol ( H 2 L ) which can be synthesized from salicylaldehyde and 2‐amino‐4‐nitrophenol . The neutral ligand and its deprotonated form are shown in scheme .…”

Section: Introductionmentioning

confidence: 99%

Solvent Modulated Assembly of Two Ni(II) Complexes: Syntheses, Structures and Magnetic Properties

et al. 2016

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A dinuclear [Ni2(L)2(DMSO)2(MeOH)2] (1) and a tetra‐nuclear [Ni4(L)4(DMF)2(H2O)2].DMF (2) Ni(II) complexes have been prepared by treating nickel nitrate hexahydrate with the Schiff base ligand H2L (H2L=(E)‐2‐(2‐hydroxybenzyliden)amino‐4‐nitrophenol) in a one‐pot reaction. Complex 1 was obtained after recrystallization of the precipitate from the reaction with a 1:1:1 mixture of DMSO/CH2Cl2/MeOH. In contrast, the tetrameric complex 2 was obtained after slow evaporation of the filtrate. Both complexes were characterized by analytical, thermogravimetric, optical and magnetic techniques. The solid state molecular structures of 1 and 2 were determined by single crystal X‐ray crystallography. Complex 1 shows a dinuclear structure whereas complex 2 shows a defective dicubane structure. The magnetic properties of complex 1 show a predominant ferromagnetic coupling between the Ni(II) ions with J=+16.1 cm−1 and 2 shows a predominant Ni−Ni antiferromangetic interaction of J=‐15.5 cm−1. Both coupling constants are the expected ones from magneto‐structural correlations. The thermal stability and optical properties of both complexes have also been investigated.

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“…[ 57–61 ] Many experimental and theoretical studies have indicated that ESIPT dynamics closely associated with the properties of substituent and their substituted position. Douhal et al [ 62,63 ] found that the ESIPT processes in 5‐amino‐2‐(2‐hydroxyphenyl)benzoxazole (5A‐HBO) could be fine‐tuned by the substituted position of NH 2 group on the benzoxazole. Li et al [ 47 ] reported the effect of various substituent on ESIPT process of 1‐(Acylamino)‐anthraquinons compounds.…”

Section: Introductionmentioning

confidence: 99%

Modulating excited‐state intramolecular proton transfer of 2‐(5‐(4‐carboxyphenyl)‐2‐hydroxyphenyl)benzothiazole depending on substituents: A DFT/TD‐DFT study

Fang

2020

J of Physical Organic Chem

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The OH‐based excited‐state intramolecular proton transfer (ESIPT) of 2‐(5‐(4‐carboxyphenyl)‐2‐hydroxyphenyl)benzothiazole (CHBT) derivatives (4R‐CHBT) that were replaced by electron‐donating groups (CH3, OH) and electron‐withdrawing groups (COOH, CF3, CN) have been studied by the time‐dependent density functional theory (TD‐DFT) method. We analyzed structural parameters, infrared (IR) vibrational spectrum, frontier molecular orbitals (FMOs), and electronic spectra, which can describe the trend of ESIPT process. The constructed potential energy surfaces showed that the ESIPT potential energy barriers of 4R‐CHBT are in the range of 0.25 to 0.62 kcal/mol, which are just a little bigger than that value of CHBT. All the chosen substituents, no matter electron‐donating or electron‐withdrawing groups, make ESIPT processes slightly more difficult.

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From intra- to inter-molecular hydrogen bonds with the surroundings: steady-state and timeresolved behaviours

Abstract: The proposed photodynamic mechanisms for 6A-HBO at the femtosecond-picosecond scale in a DMF solution.

Cited by 25 publications

References 43 publications

Schiff base supported mononuclear organotin(IV) complexes: Syntheses, structures and fluorescence cell imaging

Schiff base supported mononuclear organotin(IV) complexes: Syntheses, structures and fluorescence cell imaging

Solvent Modulated Assembly of Two Ni(II) Complexes: Syntheses, Structures and Magnetic Properties

Modulating excited‐state intramolecular proton transfer of 2‐(5‐(4‐carboxyphenyl)‐2‐hydroxyphenyl)benzothiazole depending on substituents: A DFT/TD‐DFT study

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