Synthesis and spectroscopic characterization of bis-pocket porphyrins: Tetrakis(2,6-dinitrophenyl)porphyrin and catalytic activity of a manganese(III) chloride derivative in alkane oxidation
- Sandia National Labs., Albuquerque, NM (USA)
The synthesis of tetrakis(2,6-dinitrophenyl)porphyrin (TDNPP) and tetrakis(2,6-diaminophenyl)porphyrin (TDAPP) has been achieved by modifying the Lindsey method as described. The new porphyrins serve as percursors for the synthesis of bis-deep-pocket metalloporphyrins that have completely enclosed, but dynamically accessible, cavities located adjacent to the central metal core on both faces of the macrocycle. Proton nuclear magnetic resonance spectroscopy of TDNPP shows that the porphyrin is substituted at the two phenyl positions ortho to the methine bridge carbon of the porphyrin. Fourier transform infrared spectroscopy demonstrates that the ortho substituents of the phenyl rings are in fact NO{sub 2} groups for TDNPP and NH{sub 2} groups for TDAPP. The manganese(III) chloride derivative of TDNPP was also synthesized and characterized by uv-visible absorption and resonance Raman spectroscopy. The Mn derivative was found to catalyze the hydroxylation of alkanes by using iodosylbenzene as the oxidant. 42 refs., 6 figs.
- DOE Contract Number:
- AC04-76DP00789
- OSTI ID:
- 7246191
- Journal Information:
- Inorganic Chemistry; (USA), Journal Name: Inorganic Chemistry; (USA) Vol. 28:18; ISSN 0020-1669; ISSN INOCA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
400201* -- Chemical & Physicochemical Properties
ALKANES
CARBOXYLIC ACIDS
CATALYSIS
CATALYTIC EFFECTS
CHEMICAL REACTIONS
CHLORINE COMPLEXES
COMPLEXES
DATA
EXPERIMENTAL DATA
HETEROCYCLIC ACIDS
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
INFORMATION
MANGANESE COMPLEXES
NUMERICAL DATA
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
OXIDATION
PORPHYRINS
SPECTRA
SYNTHESIS
TRANSITION ELEMENT COMPLEXES
ULTRAVIOLET SPECTRA
VISIBLE SPECTRA