Porphyrins
OwnerDavid H. Dolphin, Taku Nakano +4inventors
InventorsDavid H. Dolphin, Taku Nakano, Thomas K. Kirk, Tilak P. Wijesekera, Roberta L. Farrell, Theodore E. Maione
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Abstract
Disclosed are tetraphenyl porphyrins which are beta-substituted by fluoro or chloro and/or bear electronegative substituents on the phenyl including one or two water solubilizing substituents. The new porphorins are particularly suitable as catalysts in a variety of oxidative reactions and methods.
Claims28
A compound of the formula:
- ##STR5## wherein M is a transition metal capable of sustaining oxidation, said M being optionally axially ligated to a ligand, each Y and Y.sup.o independently H, fluoro or chloro, each R ring is ##STR6## X and X.sup.o are independently H or a non-water solubilizing electronegative group, and X.sub.1, X.sub.2 and X.sub.3 are independently H or an electronegative group, subject to the provisos that:
- (1) when none of X.sub.1, X.sub.2 and X.sub.3 is in a water solubilizing group, then at least one of Y and Y.sup.o on each porphyrin ring is other than H,
- (2) when Y and Y.sup.o are both H, at least one but not more than two of X.sub.1, X.sub.2 and X.sub.3 is water solubilizing group and at least two of X, X.sup.o, X.sub.1, X.sub.2 and X.sub.3 is a non-water solubilizing electronegative group, or the water soluble salts thereof in which said water solubilizing groups are in corresponding water soluble salt form,
- (3) no more than two of X.sub.1, X.sub.2 and X.sub.3 is a water solubilizing group,
- or a compound of the formula I in which the water solubilizing groups are in water soluble salt form.
Compound of the formula ##STR9## wherein each Y or Y.sup.o is independently H, fluoro, chloro, each R ring is ##STR10## X and X.sup.o are independently H or a non-water solubilizing electronegative group, and X.sub.1, X.sub.2 and X.sub.3 are independently H or an electronegative group, subject to the provisos that:
- (1) when none of X.sub.1, X.sub.2 and X.sub.3 are in a water solubilizing group, then at least one of Y and Y.sup.o on each porphyrin ring is other than H;
- (2) when Y and Y.sup.o are both H, at least one but not more than two of X.sub.1, X.sub.2, and X.sub.3 is a water solubilizing group and at least two of X, X.sub.0, X.sub.1, X.sub.2 and X.sub.3 is a water-solubilizing electronegative group or the water soluble salts thereof in which said water solubilizing groups are in corresponding water soluble salt form;
- (3) no more than two of X.sub.1, X.sub.2 and X.sub.3 is a water solubilizing group,
- or a compound of the formula I in which the water solubilizing groups are in water soluble salt form.
Dependencies are inferred from the claim text.