- Synthesis and spectroscopic studies of axially bound tetra(phenothiazinyl)/tetra(bis(4′-tert-butylbiphenyl-4-yl)aniline)-zinc(II)porphyrin-fullero[C60 and C70]pyrrolidine donor-acceptor triads
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Two zinc porphyrin based dyads, 5, 10, 15, 20-tetra-4-(2-(10H-phenothiazin-10-yl)ethoxy)phenyl porphyrinato zinc (II) and 5,10,15,20-tetra-4-(bis(4′-tert-butylbiphenyl-4-yl)amino)phenyl porphyrinato zinc(II) containing four phenothiazine or bis(4′-tert-bu
- Jain, Kanika,Duvva, Naresh,Badgurjar, Deepak,Giribabu, Lingamallu,Chitta, Raghu
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- Ship-in-a-bottle entrapment of molecules in porous nanocapsules
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Size-selective pores in the shells of hollow polymer nanocapsules enable combined assembly and entrapment of molecules. Small building blocks enter the capsule through the pores. The assembled molecules, which are larger than the pores, remain entrapped i
- Shmakov, Sergey N.,Dergunov, Sergey A.,Pinkhassik, Eugene
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- Studies on some new meso-aryl substituted octabromo-porphyrins and their Zn(II) derivatives
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A series of porphyrins with various tolyl (H2TTHP) and naphthyl substituents (H2TNHP) at the meso-positions, their octabromoderivatives (H2TTBP and H2TNBP) with Br substituents at β-pyrrole positions and also their Zn(II) derivatives have been synthesised and characterised by 1H NMR, electronic, fluorescence and electrochemical studies. These have the meso-carbons bonded to tolyl moieties at ortho-, meta- and para-positions of the tolyl groups and at the α- or β-position of the naphthyl group. For the octabromoporphyrins, pronounced deshielding of NH protons and a moderate shift of meso-aryl protons to a lower δ value are observed compared to their nonbrominated species. The electronic spectra of ZnTTHP and ZnTNHP have almost the same B and Q bands while the B band of their free-base analogues have H 2TNHP absorbing at a higher wavelength than H2TTHP. All the octabromoderivatives exhibit a pronounced red shift for both B and Q bands (compared to their nonbrominated forms) and show meso-substituent dependent change in both free-base and metallated forms. The above observations are interpreted in terms of moderate conjugative interaction of the aryl substituent with the π framework and also in terms of energy level reordering which alters the HOMO-LUMO gap. Consistent with the absorption spectral data the emission bands of all the bromoporphyrins were also seen to be red shifted considerably. Significant decrement in quantum yield (φf) was observed for the bromocompounds. While the φf of nonbrominated porphyrins is seen to be higher than their Zn(II) derivatives the reverse order is observed for the bromoderivatives. The ability of the Zn2+ ion to make the bromoporphyrins resistant to distortion by bridging the central cavity can be attributed as the cause for this interesting observation. Cyclic voltammetric studies exhibit characteristic quasi-reversible/irreversible oxidation-reduction features for all the free-bases and Zn(II) derivatives. The bromoderivatives on the other hand manifest marginally harder oxidation and very easy reduction features. The data are interpreted in terms of electron withdrawing ability of Br atoms and to reordering of HOMO and LUMO levels due to distortion in the porphyrin ring.
- George, Regimol G.,Padmanabhan
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- Preparation method and application of albumin-loaded metal porphyrin complex nanoparticles
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The invention provides albumin-loaded metalloporphyrin complex nano particles preparation method and an application thereof. The albumin-loaded metalloporphyrin complex nano particles take porphyrin,metal salt and albumin as raw materials, a solvent method is employed for preparing the albumin-loaded metalloporphyrin complex nano particles, the method is simple, operation is easy, repeatability is good, and the prepared albumin-loaded metalloporphyrin complex nano particles solve the problem of water solubility and targeting performance of a metal-based complex medicine; under supersonic waveeffect, the albumin-loaded metalloporphyrin complex nano particles have ultrasonic tumor cell killing effect, and a metal-based complex loaded on albumin molecules has a wide antineoplastic application prospect.
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Paragraph 0091-0095
(2021/05/26)
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- ANTIMICROBIAL AGENT FOR THE BIOCIDAL FINISH OF POLYMERS
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An antimicrobial agent for the biocidal finish of polymers based on biocides is described, whose molecules have at least one nitrogen atom with a free electron pair. In order to achieve an extensive insolubility without loss of the biocidal effect, it is
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Paragraph 0020
(2017/11/29)
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- Structural elucidation and study of intermolecular interactions in meso-tetratolylporphyrins
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Synthesis and crystal structure analysis of meso-tetratolylporphyrins, 1-5 combined with computational Hirshfeld surface analysis were investigated. The crystal packing of porphyrins 1, 3 and 4 are arranged in an "orthogonal fashion" whereas 2 and 5 are i
- Soman, Rahul,Sujatha, Subramaniam,Arunkumar, Chellaiah
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p. 833 - 842
(2016/11/04)
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- Pitfalls in bromination reactions of zinc porphyrins: Two-sided ring opening of the porphyrin macrocycle
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Reaction of [ZnII(TTP)] (1) (TTP = dianion of 5,10,15,20-meso-tetrakis(p-tolyl)porphyrin) with 16 equiv of N-bromosuccinamide (NBS) in methanol at reflux led to the unexpected two-sidedd open-ring brominated product [ZnII(C26H20N 2O2Br5)2] (2). Similar observations have been made with other meso-substituted zinc porphyrins as well [Zn II(por)] {por = dianion of 5,10,15,20-meso-tetrakis(aryl)porphyrin; aryl = phenyl (TPP), p-tBu-phenyl (TBPP), m-Cl-phenyl (TClPP)}. The respective products [ZnII(C24H16N 2O2Br5)2] (3), [Zn II(C32H32N2O2Br 5)2] (4), and [ZnII(C24H 14N2O2Cl2Br5) 2] (5) have been isolated in good to moderate yields and characterized by elemental analysis and UV-vis, 1H NMR, and mass spectrometry. Additional bromination reaction of 1 with 8 equiv of NBS in a chloroform/methanol mixture led (after the two-sided ring opening) to nonmetalated brominated bi(pyrrole) product, C36H34N 2O4Br4 (6). The detailed structures of complexes 1, 2, 3, and 6, available in a single crystal form, have been confirmed by X-ray diffraction analysis.
- Nandi, Goutam,Titi, Hatem M.,Goldberg, Israel
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supporting information
p. 7894 - 7900
(2014/08/18)
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- Fabrication and spectroscopic properties of a metalloporphyrin-intercalated zirconium phosphate assembly
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A hybrid assembly of metalloporphyrin [zinc (tetra-(p-methylphenyl) porphyrin)] chromophores with modified zirconium phosphate layered framework was successfully fabricated by means of intercalation chemistry. The X-ray diffraction result demonstrates that the interlayer distance of the assembly is around 28.0-29.3 A. The spectroscopic behavior of the assembly suspension is dramatically changed as compared with that of the metalloporphyrin aqueous solution. Under the excitation of 430 nm blue light, the emission spectra exhibit two main peaks in the red light region. One emission peak at about 615 nm has little shift after the metalloporphyrin is intercalated to the framework, whereas the other emission peak shows an obvious blue-shift, from 660 nm in aqueous solution to 647 nm in assembly suspension. The more remarkable observation is that both of the red-light emission peaks of the metalloporphyrin chromophore are strikingly enhanced after the formation of assembly, which is a welcome improvement for its potential application in biomimetic and optical fields.
- Shi, Shikao,Liu, Qing,Zhang, Xing,Hall, Ryan
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p. 8254 - 8260
(2013/09/02)
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- A novel and facile Zn-mediated intramolecular five-membered cyclization of β-tetraarylporphyrin radicals from β-bromotetraarylporphyrins
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A novel and facile method for the Zn-mediated intramolecular cyclization of β-porphyrin radicals has been developed for the convenient and effective construction of newly fused five-membered porphyrin systems from readily available β-bromotetraarylporphyr
- Shen, Dong-Mei,Liu, Chao,Chen, Qing-Yun
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p. 4982 - 4984
(2007/10/03)
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- Structures and Ligand Exchange of N-Confused Porphyrin Dimer Complexes with Group 12 Metals
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N-confused 5,20-diphenylporphyrin (NCDPP, 1) formed 2:2 dimer complexes with group 12 metals both in the solid state and in solution. X-ray single-crystal analyses of the Zn(II) and Cd(II) complexes (7, 8) revealed that each metal ion is coordinated with three inner core nitrogens and a peripheral nitrogen of the other NCDPP in the pair. In the 1H NMR spectra of 7, 8, and the Hg(II) complex (9), the outer α-H signals of the confused pyrrole ring appeared in the upfield region at 2.57, 3.44, and 3.60 ppm, respectively, due to the ring current effect by the coordinated porphyrins. In the case of the Cd(II) and Hg(II) complexes (8, 9), additional magnetic couplings with the metal nuclei of the partner rings were observed. The equilibrium constants (K) of the monomer exchange reaction at 25 °C were determined to be 2.5, 1.3, and 0.6 for the (Zn-Cd), (Cd-Hg), and (Zn-Hg) heterodimer complexes, respectively, from the 1H NMR spectra of a solution containing two different dimers. Furthermore, a metal-transfer reaction from a Zn(II) NCP dimer complex to the free base porphyrin was demonstrated.
- Furuta, Hiroyuki,Morimoto, Tatsuki,Osuka, Atsuhiro
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p. 1618 - 1624
(2008/10/09)
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- CHEMICAL DEGRADATION OF GAS-SENSING MESO-TETRA-ARYLPORPHIN THIN FILMS BY HIGH LEVELS OF DINITROGEN TETROXIDE.
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Thin solid films of free base meso-tetra-arylporphins and their zinc, copper, platinum and palladium complexes have been exposed to high levels of dinitrogen tetroxide (NOX). The optical spectra (300-850 nm) were recorded in transmission before and after
- Honeybourne, Colin L.,Hill, Callum A. S.
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p. 315 - 322
(2008/10/08)
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