Ross W Boyle, David Dolphin, Claire K Johnson
Meso-Monoiodo-Substituted Tetramacrocyclic Compounds and Methods for Making and Using the Same
A meso-monoiodo-substituted tetramacrocyclic compound having the formula (I):):
wherein: each of A through D is independently a 5-membered. nitrogen-containing ring having the members necessary to complete a porphyrin, chlorin. bacteriochlorin or isobacteriochlorin nucleus; R1 through R8 are independently a hydrogen atom, a lower alkyl group, a lower alkyl carboxylic acid or acid,ester group, keto, hydroxy, nitro. amino, or a group that, taken together with another ring, ring substituent or meso-substituent. forms a fused 5- or 6-membered ring: and each of S1 through S3 is H, substituted or unsubstituted alkyl, substituted or unsubstituted cydoalkyl, a substituted or unsubstituted aromatic ring, or a substituted or unsubstituted heterocyclic ring. A method for synthesizing the compound comprises the step of iodinating a corresponding unhalogenated, de-metallated tetramacrocyclic compound, followed by metallating. The compound of the invention is an intermediate capable of coupling with an alkyne to achieve a desired mono meso-alkynyl compound.