Two new heterodinuclear Schiff base complexes: Synthesis, crystal structure and thermal studies

Yardan, Alper; Hopa, Çiğdem; Yahşi, Yasemin; Karahan, Ahmet; Kara, Hülya; Kurtaran, Raıf

doi:10.1016/j.saa.2014.08.091

Cited by 9 publications

(5 citation statements)

References 50 publications

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“…-NCNCN-bridge adopts a V-type conformation, in which the C-N-C angles of 123.4 (2) and 120.25 (19) indicate that dca atoms N7 and N6 are sp 2 -hybridized. These results are close to the values found in similar salen-type compounds [salen is bis(salicylidene)ethylenediamine] (Yardan et al, 2015;Bermejo et al, 2007;Kurtaran et al, 2003;Wang et al, 2000).…”

Section: Figuresupporting

confidence: 89%

Synthesis, structural characterization and thermal properties of a new copper(II) one-dimensional coordination polymer based on bridgingN,N′-bis(2-hydroxybenzylidene)-2,2-dimethylpropane-1,3-diamine and dicyanamide ligands

Hopa

Çokay

2016

Acta Crystallogr C

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The design and synthesis of polymeric coordination compounds of 3d transition metals are of great interest in the search for functional materials. The coordination chemistry of the copper(II) ion is of interest currently due to potential applications in the areas of molecular biology and magnetochemistry. A novel coordination polymer of Cu(II) with bridging N,N'-bis(2-hydroxyphenyl)-2,2-dimethylpropane-1,3-diamine (H2L-DM) and dicyanamide (dca) ligands, catena-poly[[[μ2-2,2-dimethyl-N,N'-bis(2-oxidobenzylidene)propane-1,3-diamine-1:2κ(6)O,N,N',O':O,O']dicopper(II)]-di-μ-dicyanamido-1:2'κ(2)N(1):N(5);2:1'κ(2)N(1):N(5)], [Cu2(C19H20N2O2)(C2N3)2]n, has been synthesized and characterized by CHN elemental analysis, IR spectroscopy, thermal analysis and X-ray single-crystal diffraction analysis. Structural studies show that the Cu(II) centres in the dimeric asymmetric unit adopt distorted square-pyramidal geometries, as confirmed by the Addison parameter (τ) values. The chelating characteristics of the L-DM(2-) ligand results in the formation of a Cu(II) dimer with a double phenolate bridge in the asymmetric unit. In the crystal, the dimeric units are further linked to adjacent dimeric units through μ1,5-dca bridges to produce one-dimensional polymeric chains.

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Section: Figuresupporting

confidence: 89%

Synthesis, structural characterization and thermal properties of a new copper(II) one-dimensional coordination polymer based on bridgingN,N′-bis(2-hydroxybenzylidene)-2,2-dimethylpropane-1,3-diamine and dicyanamide ligands

Hopa

Çokay

2016

Acta Crystallogr C

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“…Recently, a series of new materials that are potentially useful in the field of organic electronics as photonics, − sensors and actuators, − photovoltaic cells, − organic light-emitting diodes, − and photoswitching systems has been synthesized . Some of them are π-conjugated molecules, ,, such as the salicylidenes, which have interesting applications in material sciences, coordination chemistry, − catalysis, − supramolecular chemistry, ,− optical chemosensors, and photonics and in OLEDs as active layers and electron transport layers. − ,,, Salicylidenes have been widely used in coordination chemistry as ligands , that coordinate with certain metal atoms, including Al(III), Zn(II), , Ru(II), , Pt(II), Ni(II), and Cu(II). , …”

Section: Introductionmentioning

confidence: 99%

Dual Emissions of Salicylidene-5-chloroaminepyridine Due to Excited State Intramolecular Proton Transfer: Dynamic Photophysical and Theoretical Studies

et al. 2015

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In this study, the photophysical properties of N-salycilidene-5-chloroaminopyridine were evaluated. This molecule presented dual emission from the keto* and enol* species, depending on the solvent used (DMSO or methanol in the absence and presence of trifluoroacetic acid). This molecule was synthesized through a dehydration reaction of salicylaldehyde under sonication and characterized using FTIR, cyclic voltammetry, mass spectrometry, and single-crystal X-ray diffraction, yielding the molecular structure. Theoretical calculations were performed under the DFT framework and its time-dependent counterpart. Our results suggest the occurrence of excited state proton transfer, ESIPT, in the aprotic solvent, leading to a keto*–enol* balance, which is confirmed by the emission bands observed at 425 and 545 nm, respectively. However, in a protic environment (methanol or DMSO with trifluoroacetic acid), only the enol form is emissive due to the hydrogen bonding between the iminic group and the solvent. Molecules with double emissions are potentially useful for white light emitting diodes.

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“…Subsequently, the ultrafast ESIPT process occurs and the keto form at the singlet excited state is produced, which is stabilized by the intramolecular hydrogen bond. − Moreover, due to their molecular structure, the K* species emits at a lower energy than the E* tautomer. Given the ultrafast nature of the ESIPT process (from 50 to 400 fs), − the fluorescence observed for the ESIPT chromophores is preferentially due to the K* tautomer. − Hence, two emission bands are observed and a broader range of the steady-state fluorescence can be covered, making these molecules suitable for white emitting OLEDs, , material chemistry, optical chemosensors and photonics, − among other applications. − …”

Section: Introductionmentioning

confidence: 99%

“…Given the ultrafast nature of the ESIPT process (from 50 to 400 fs), 10−15 the fluorescence observed for the ESIPT chromophores is preferentially due to the K* tautomer. 16−18 Hence, two emission bands are observed and a broader range of the steady-state fluorescence can be covered, making these molecules suitable for white emitting OLEDs, 19,20 material chemistry, 21 optical chemosensors 22 and photonics, 23−25 among other applications. 26−29 Salicylidenes molecules, among several others, can undergo ESIPT.…”

Section: Introductionmentioning

confidence: 99%

Revealing the Dynamic of Excited State Proton Transfer of a π-Conjugated Salicylidene Compound: An Experimental and Theoretical Study

et al. 2017

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Excited state intramolecular proton transfer (ESIPT) in a novel salicylidene sal-3,4-benzophen chromophore is studied by white-light femtosecond pump−probe and time-resolved fluorescence techniques, as well as by theoretical calculations under the time dependent density functional theory framework. We show that when the sal-3,4-benzophen chromophore (in enol form) is excited (at 390 nm) to the cisenol* form, it is quickly converted to the hot cis-keto* (hK*) form due to the fast ESIPT process (τ ESIPT = 150 fs). Subsequently, cooling from the hot cis-keto* (hK*) to cold cisketo* (cK*) state takes place with a characteristic time constant of ∼600 fs, with following relaxation decay time of 37 ps related with the photodynamic from sal-3,4-benzophen due to the occurrence of the cis → trans photoisomerization and intersystem crossing mechanisms. Finally, we observed the fluorescence emission from the cis-keto* at 575 nm. The dynamics of the optical process was modeled using rate equations with the proper energy level diagram and supported by theoretical calculations.

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Two new heterodinuclear Schiff base complexes: Synthesis, crystal structure and thermal studies

Cited by 9 publications

References 50 publications

Synthesis, structural characterization and thermal properties of a new copper(II) one-dimensional coordination polymer based on bridgingN,N′-bis(2-hydroxybenzylidene)-2,2-dimethylpropane-1,3-diamine and dicyanamide ligands

Synthesis, structural characterization and thermal properties of a new copper(II) one-dimensional coordination polymer based on bridgingN,N′-bis(2-hydroxybenzylidene)-2,2-dimethylpropane-1,3-diamine and dicyanamide ligands

Dual Emissions of Salicylidene-5-chloroaminepyridine Due to Excited State Intramolecular Proton Transfer: Dynamic Photophysical and Theoretical Studies

Revealing the Dynamic of Excited State Proton Transfer of a π-Conjugated Salicylidene Compound: An Experimental and Theoretical Study

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