Manganese N-confused porphyrins activate C-C and C-H bonds upon heating or air oxidation; the dimer complex [Mn(NCTPP)]2 is reduced at two meso positions, and the pyridine coordinated monomer breaks the internal C-H bond upon heating or exposure to oxygen.
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Photophysical properties of free-base and manganese(iii) N-confused porphyrins.
Phys Chem Chem Phys
August 2018
State Key Laboratory of Optoelectronics Materials and Technologies, Sun Yat-Sen University, Guangzhou 510275, China.
The photophysical properties of N-confused 5,10,15,20-tetraphenyl porphyrin derivatives have been studied using steady-state and time-resolved spectroscopic techniques. The peripherally substituted N-confused 5,10,15,20-tetraphenyl free-base porphyrins (NCTPPs) show stronger B-band absorptions in DCM than in DMAc, while much stronger emissions have been observed in DMAc, which may be due to the shorter times (τIC) of internal conversion from the B-band to the Q-band. The Q-band spectral structures of NCTPPs in DCM are significantly different from those in DMAc.
View Article and Find Full Text PDFA 13C and 1H NMR spectroscopic investigation of the structure of the iminium ion with a dipolar form in metal complexes of 2-N-substituted N-confused porphyrins.
Dalton Trans
November 2012
Department of Chemistry, National Chung Hsing University, Taichung 40227, Taiwan.
The crystal structures of chloro(2-aza-2-ethoxycarbonylmethyl-5,10,15,20-tetraphenyl-21-carbaporphyrinato-N,N′N′′) zinc(II) [Zn(2-NCH2COOC2H5NCTPP)Cl; 4], (2-aza-2-ethoxycarbonylmethyl-5,10,15,20-tetraphenyl-21-carbaporphyrinato-N,N′N′′) palladium(II) [Pd(2-NCH2COOC2H5NCTPP); 5], bromo(2-aza-2-ethoxycarbonylmethyl-5,10,15,20-tetraphenyl-21-carbaporphyrinato-N,N′N′′) manganese(III) [Mn(2-NCH2COOC2H5NCTPP)Br; 6], [2-aza-(3′-phenoxypropyl)-5,10,15,20-tetraphenyl-21-carbaporphyrinato-N,N′N′′] nickel(II) [Ni(2-NCH2CH2CH2OC6H5NCTPP); 7] and chloro(2-aza-2-methoxycarbonylmethyl-5,10,15,20-tetraphenyl-21-carbaporphyrinato-N,N′N′′) zinc(II) [Zn(2-NCH2COOCH3NCTPP)Cl; 8] have been established. The g value of 9.54, which was measured from the parallel polarization of the X-band EPR spectra in CHCl3 at 4 K, is consistent with the high spin mononuclear manganese(III) centre (S = 2) in 6.
View Article and Find Full Text PDFThe metal complexes of N-confused porphyrin as heme model compounds.
J Inorg Biochem
April 2006
Department of Chemistry, Buchtel College of Arts and Sciences, University of Akron, KNCL 404, Akron, OH 44325-3601, USA.
Recently, metal complexes of the isomers and analogs of porphyrin have become important model compounds for heme enzymes and proteins. While the chemistry of metalloporphyrins as heme models still attracts attention, the isomers and analogs of porphyrins provide insight into the biological choice of porphine as the macrocycle of choice and also help model reactive intermediates, such as high valent oxidation states. In this mini-review, we discuss the heme-relevant chemistry of N-confused porphyrin, an isomer of porphyrin with an inverted pyrrole ring, and focus on the chemistry of manganese, iron, and cobalt.
View Article and Find Full Text PDFHigh-frequency and -field EPR investigation of a manganese(III) N-confused porphyrin complex, [Mn(NCTPP)(py)2].
Inorg Chem
June 2005
Department of Chemistry, University of Akron, Akron, Ohio 44325, USA.
We report the first high-frequency and -field electron paramagnetic resonance (HFEPR) study of a Mn(III) N-confused porphyrin (NCP) complex (NCP is also known as inverted porphyrin or 2-aza-21-carbaporphyrin). We have found a striking variation in the electronic properties of the S = 2 Mn(III) ion coordinated by NCP compared to other Mn(III) porphyrinoid complexes. Thus, inversion of a single pyrrole ring greatly changes the equatorial ligand field exerted and leads to large magnitudes of both the axial and rhombic zero-field splitting [respectively, D = -3.
View Article and Find Full Text PDFManganese N-confused porphyrin reactivity: CH bond activation and meso carbon reduction.
Chem Commun (Camb)
December 2003
Department of Chemistry, University of Akron, Akron, OH 44325-3601, USA.
Manganese N-confused porphyrins activate C-C and C-H bonds upon heating or air oxidation; the dimer complex [Mn(NCTPP)]2 is reduced at two meso positions, and the pyridine coordinated monomer breaks the internal C-H bond upon heating or exposure to oxygen.
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