Molecular structures, DFT studies and their photophysical properties in solution and solid state. Microwave-assisted multicomponent synthesis of organotin bearing Schiff bases

Cantón-Díaz, Arelly M.; Muñoz‐Flores, Blanca M.; Moggio, Ivana; Arias, Eduardo; Turlakov, Gleb; Angel‐Mosqueda, Casiano Del; Ramirez-Montes, Pedro I.; Jiménez-Pérez, Vı́ctor M.

doi:10.1016/j.molstruc.2018.12.039

Cited by 12 publications

(3 citation statements)

References 43 publications

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“…A 5-minute reaction is required to synthesize the desired ligand without byproducts. Moreover, microwave-assisted techniques involve simple handling, making them a cheaper and quicker synthetic method than the classical methods reported [16][17][18][19].…”

Section: Microwave Synthesismentioning

confidence: 99%

“…Recently, microwave technology has been used in Schiff base preparation instead of traditional methods, as this technology has achieved global acceptance in accelerating the reaction and increasing its selectivity, which has reduced the formation of side products. Moreover, the displayed reactions without or with a minimum number of solvents has increased the chance of imposing green chemistry technology [17][18][19].…”

Section: Introductionmentioning

confidence: 99%

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One-Pot Microwave-Assisted Synthesis of Water-Soluble Pyran-2,4,5-triol Glucose Amine Schiff Base Derivative: XRD/HSA Interactions, Crystal Structure, Spectral, Thermal and a DFT/TD-DFT

et al. 2021

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The(3R,4R,6R)-3-(((E)-2-hydroxybenzylidene)amino)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,4,5-triol water-soluble Glucose amine Schiff base (GASB-1) product was made available by condensation of 2-hydroxybenzaldehyde with (3R,6R)-3-amino-6-(hydroxymethyl)-tetra-hydro-2H-pyran-2,4,5-triol under mono-mode microwave heating. A one-pot 5-minute microwave-assisted reaction was required to complete the condensation reaction with 90% yield and without having byproducts. The 3D structure of GASB-1 was solved from single crystal X-ray diffraction data and computed by DFT/6-311G(d,p). The Hirshfeld surface analysis (HSA), molecular electronic potential (MEP), Mulliken atomic charge (MAC), and natural population analysis (NPA) were performed. The IR and UV-Vis spectra were matched to their density functional theory(DFT) relatives and the thermal behavior was resolved in an open-room condition via thermogravimetry/Derivative thermogravimetry (TG/DTG) and differential scanning calorimetry (DSC). The highest occupied molecular orbital/lowest unoccupied molecular orbital (HOMO/LUMO), density of state (DOS), and time-dependence TD-DFT computations were correlated to the experimental electron transfer in water and acrylonitrile solvents.

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Section: Microwave Synthesismentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

One-Pot Microwave-Assisted Synthesis of Water-Soluble Pyran-2,4,5-triol Glucose Amine Schiff Base Derivative: XRD/HSA Interactions, Crystal Structure, Spectral, Thermal and a DFT/TD-DFT

et al. 2021

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“…Microwave-assisted organic synthesis (MAOS) has many advantages over the conventional heating methods such as reduction in the reaction times, improvement in the yields, decreasement the decomposition of reactants and products, enhancement the product purities and selectivity in an environmentally friendly reaction medium [12][13][14]. However, there are not many examples on the microwave-assisted synthesis of imines in the literature [11,[15][16][17].…”

Section: Introductionmentioning

confidence: 99%

Preparation of novel imidazo[1,2-a]pyrimidine derived schiff bases at conventional and microwave heating conditions

Güngör¹

2020

Balıkesir Üniversitesi Fen Bilimleri Enstitüsü Dergisi

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In this study, novel imidazo [1,2-a]pyrimidine derived schiff bases were synthesized via imine formation reaction and characterized with various spectral analysis such as FT-IR, 1 H NMR, 13 C NMR and MS. In addition to conventional heating reactions, microwave-assisted synthesis was applied to the C=N bond formation step. The reactions were carried out at reflux temperature in toluene and magnesium sulfate as drying agent. While final products were obtained at 10-36 h reaction times with moderate to good yields at conventional heating conditions, synthesized at 45-120 min reaction times with good yields at microwave heating conditions. Results showed that microwave-assisted synthesis which is a well-known green process for the synthesizing organic molecules provides to obtain shorter reaction times and higher yields in our study.

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Creation of Excitation‐Driven Hypervalent Tin(IV) Compounds For Aggregation‐Induced Emission and Application to Thermoresponsive Luminescent Films Below Freezing Point

Gon,

Shibahara,

Tanimura

et al. 2024

Chemistry An Asian Journal

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Although many researchers have devoted their much effort to establish the strategy for developing a stimuli‐responsive molecule and tuning of their properties according to the preprogrammed design, it is still challenging to create desired molecules from the scratch. We recently demonstrated that the molecules with a large structural difference between the theoretically optimized structures in the ground and excited states have a potential to exhibit stimuli‐responsive luminescent properties. We defined these molecules as an excitation‐driven molecule and have shown that they are a versatile platform for designing stimuli‐responsive luminescent molecules. Herein, based on the concept of excitation‐driven molecules, we show that the hypervalent tin‐fused azomethine (TAm) compounds possessing aggregation‐induced emission (AIE) properties can be obtained by simple chemical modification with a methyl group although conventional TAm derivatives are well known to be highly luminescent compounds in solution. Furthermore, by combining the solid‐state luminescence property of AIE and the coordination number shifts of the hypervalent tin atom, the thermoresponsive films operating below the freezing point are fabricated with the polymer. In this study, we apply the concept of excitation‐driven molecules to the hypervalent compounds and demonstrate to obtain the novel functional materials.

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Molecular structures, DFT studies and their photophysical properties in solution and solid state. Microwave-assisted multicomponent synthesis of organotin bearing Schiff bases

Cited by 12 publications

References 43 publications

One-Pot Microwave-Assisted Synthesis of Water-Soluble Pyran-2,4,5-triol Glucose Amine Schiff Base Derivative: XRD/HSA Interactions, Crystal Structure, Spectral, Thermal and a DFT/TD-DFT

One-Pot Microwave-Assisted Synthesis of Water-Soluble Pyran-2,4,5-triol Glucose Amine Schiff Base Derivative: XRD/HSA Interactions, Crystal Structure, Spectral, Thermal and a DFT/TD-DFT

Preparation of novel imidazo[1,2-a]pyrimidine derived schiff bases at conventional and microwave heating conditions

Creation of Excitation‐Driven Hypervalent Tin(IV) Compounds For Aggregation‐Induced Emission and Application to Thermoresponsive Luminescent Films Below Freezing Point

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