Substituted group and side chain effects for the porphyrin and zinc(II)–porphyrin derivatives: A DFT and TD-DFT study

Tai, Chin-Kuen; Chuang, Wen-Hua; Wang, Bo-Cheng

doi:10.1016/j.jlumin.2013.03.037

Cited by 21 publications

(11 citation statements)

References 42 publications

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“…In addition, scanning tunneling spectra were recorded above the intact Por-TATA (figure 1(e)). While the relative intensity of the two molecular resonances may vary on different molecules, the data reveal an energy gap 4 of ± 2.80 0.05 eV as expected for Zn-porphyrin [33,34]. This agreement between the energy gap of Por-TATA and Zn-porphyrins suggests that the molecular orbitals of the porphyrin are only weakly perturbed by orbitals of the platform and metal surface.…”

Section: Characterization Of Por-tatasupporting

confidence: 59%

High-conductance surface-anchoring of a mechanically flexible platform-based porphyrin complex

et al. 2015

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The conductances of molecular model junctions comprising a triazatriangulenium platform with or without an ethynyl spacer and an upright Zn-porphyrin are probed with a low-temperature scanning probe microscope. The platform alone is found to be highly conductive. The ethynyl-linked Zn-porphyrin moiety reduces the conductance by three orders of magnitude and leads to an unexpected, non-monotonous variation of the force that was measured simultaneously at the tip of the microscope. Density functional theory calculations show that this variation results from an induced tilting of the porphyrin. ExperimentExperiments were performed in a combined STM/AFM in UHV at 5 K with a base pressure of × − 5 10 mbar 11 . The AFM was operated in a non-contact frequency-modulation mode with a tuning fork probe [11]. The free OPEN ACCESS RECEIVED

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Section: Characterization Of Por-tatasupporting

confidence: 59%

High-conductance surface-anchoring of a mechanically flexible platform-based porphyrin complex

et al. 2015

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“…These orbitals were regularly distributed over the tetrapyrrolic ring. Thus, the calculated orbitals displayed that the substituted groups produced a slight influence on the optimized structure of the tetrapyrrolic core compared to 5,10,15,20-tetrakis(phenyl)porphyrin [ 30 ]. Similar results were also obtained for protonated porphyrins 6 + and 7 2+ ( Figure S2 ).…”

Section: Resultsmentioning

confidence: 99%

Porphyrin–Schiff Base Conjugates Bearing Basic Amino Groups as Antimicrobial Phototherapeutic Agents

et al. 2021

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New porphyrin–Schiff base conjugates bearing one (6) and two (7) basic amino groups were synthesized by condensation between tetrapyrrolic macrocycle-containing amine functions and 4-(3-(N,N-dimethylamino)propoxy)benzaldehyde. This approach allowed us to easily obtain porphyrins substituted by positive charge precursor groups in aqueous media. These compounds showed the typical Soret and four Q absorption bands with red fluorescence emission (ΦF ~ 0.12) in N,N-dimethylformamide. Porphyrins 6 and 7 photosensitized the generation of O2(1Δg) (ΦΔ ~ 0.44) and the photo-oxidation of L-tryptophan. The decomposition of this amino acid was mainly mediated by a type II photoprocess. Moreover, the addition of KI strongly quenched the photodynamic action through a reaction with O2(1Δg) to produce iodine. The photodynamic inactivation capacity induced by porphyrins 6 and 7 was evaluated in Staphylococcus aureus, Escherichia coli, and Candida albicans. Furthermore, the photoinactivation of these microorganisms was improved using potentiation with iodide anions. These porphyrins containing basic aliphatic amino groups can be protonated in biological systems, which provides an amphiphilic character to the tetrapyrrolic macrocycle. This effect allows one to increase the interaction with the cell wall, thus improving photocytotoxic activity against microorganisms.

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“…But one thing common in those studies was the asymmetrically substituted porphyrin. There were some studies on symmetrically substituted porphyrin, but none of them systematically investigated the effect of both substituents and central ions simultaneously on the electronic and photo-physical properties [15][16][17][18].…”

Section: Introductionmentioning

confidence: 99%

Design a better metalloporphyrin semiconductor: A theoretical studies on the effect of substituents and central ions

Mulya¹,

Santoso²,

Aziz³

et al. 2016

AIP Conference Proceedings

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A consistent and accurate ab initio parametrization of density functional dispersion correction (DFT-D) for the 94 elements H-Puwere chosen as the central metal to see the effect of the elements on the nature of the group and the same period and reviewed the effect of substituent groups pull and push the electrons to the electronic properties of complex metalloporphyrin. The DFT/B3LYP/LANL2DZ and TD-DFT calculation were used to generate the optimized structure of, electronic and photophysical properties. The parameter is an Eg complex compound, DOS, and electronic absorption spectra. The calculations showed electron donating complexes tend to be better as a semiconductor because it lowers Eg complex compounds metalloporphyrin, NH2 group gave the smallest Eg compared to other groups.

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Substituted group and side chain effects for the porphyrin and zinc(II)–porphyrin derivatives: A DFT and TD-DFT study

Cited by 21 publications

References 42 publications

High-conductance surface-anchoring of a mechanically flexible platform-based porphyrin complex

High-conductance surface-anchoring of a mechanically flexible platform-based porphyrin complex

Porphyrin–Schiff Base Conjugates Bearing Basic Amino Groups as Antimicrobial Phototherapeutic Agents

Design a better metalloporphyrin semiconductor: A theoretical studies on the effect of substituents and central ions

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