ISSN:
0749-1581
Keywords:
meso-Tetra(α, β, α, β-o-camphanylamidophenyl)porphyrin
;
Rhodium complex
;
Catalysis
;
1H and 13C NMR
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The synthesis of a new chiral porphyrin, meso-tetra(α, β, α, β-o-camphanylamidophenyl)porphyrin, and its Mn(III) and Rh(III) derivatives is reported. Complete resonance assignments of both the 1H and 13C spectra of the ligand has been achieved via homo- and hetero-nuclear 2D NMR. Insertion of metal ions into the porphyrin ring was performed both in order to test the catalytic properties of the resulting complexes and to characterize the effect of of metal coordination on the spatial distribution of the bulky substituents. The Mn complex was then tested in catalytic chiral epoxidation reactions, giving low enantiomeric excesses (20%). The 2D NMR spectra of the Rh derivative indicate the existence of four molecular species generated by the interaction of the metal atom with the peripheral substituents of the porhyrin ring. In fact, a complex combination of axial coordination, together with the chirality of the camphanyl substituents, removed the symmetry of the porphyrin plane.
Additional Material:
8 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1260291103
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