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US 5,599,924 AGranted
Electron-deficient porphyrins and processes and intermediates for preparing same
AssigneeThe Trustees of the University of Pennsylvania
InventorsMichael J. Therien, Stephen DiMagno
Life of this patent
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Abstract
Electron-deficient porphyrins are provided, as well as processes and intermediates for their preparation. In preferred embodiments, the electron-deficient porphyrins are prepared by condensing pyrrole derivatives and removing water thus formed from the resulting reaction mixture.
Claims67
A synthetic process comprising the steps of:
- (a) contacting an aldehyde having formula R.sub.A --CHO with a pyrrole derivative having formula:
- ##STR11## in organic solvent in the presence of acid for a time and under conditions effective to form a reaction mixture comprising water and an adduct of said aldehyde and said pyrrole derivative;
- and
- (b) removing from said reaction mixture a portion of said water;
- wherein:
- at least one R.sub.A is a group that is electron-withdrawing relative to hydrogen;
- at least one R.sub.B is H or an acid-stable functional group;
- and
- q is 0, 1, or 2.
6 more elements
A synthetic process comprising the steps of:
- (a) contacting an alcohol having formula:
- ##STR13## with a pyrrole having formula:
- ##STR14## in organic solvent in the presence of acid for a time and under conditions effective to form a reaction mixture comprising water and an adduct of said alcohol and said pyrrole;
- and
- (b) removing from said reaction mixture a portion of said water;
- wherein:
- at least one R.sub.A is a group that is electron-withdrawing relative to hydrogen;
- at least one R.sub.B is H or an acid-stable functional group;
- and
- n is 0, 1, or 2.
7 more elements
A synthetic process comprising the steps of:
- (a) reacting an alcohol having formula:
- ##STR15## in organic solvent in the presence of acid for a time and under conditions effective to form a reaction mixture comprising water and an adduct of said alcohol;
- and
- (b) removing from said reaction mixture a portion of said water;
- wherein:
- at least one R.sub.A is a group that is electron-withdrawing relative to hydrogen;
- at least one R.sub.B is H or an acid-stable functional group;
- and
- n is 0, 1, or 2.
6 more elements
Dependencies are inferred from the claim text.