Porphodimethenes/porphyrins: redox-switchable tetrapyrrolic macrocycles

Hubert S. Gill; Michael Harmjanz; Michael J. Scott

doi:10.1117/12.446774

23 October 2001 Porphodimethenes/porphyrins: redox-switchable tetrapyrrolic macrocycles

Hubert S. Gill, Michael Harmjanz, Michael J. Scott

Proceedings Volume 4512, Complex Adaptive Structures; (2001) https://doi.org/10.1117/12.446774
Event: Complex Adaptive Structures, 2001, Hutchinson Island, FL, United States

Abstract

Utilizing a general two-step procedure, a new class of porphodimethene macrocycles has been prepared, which can be easily converted to porphyrins bearing two 8-functionalized naphthalene spacers. Through straightforward modifications in the precursor molecules, macrocycles with a wide range of steric and electronic attributes can be isolated. With these simple ligands, metal-porphyrin complexes exhibiting interesting properties can be produced. For example, when two reactive groups are poised above the porphyrin, a reversible ring closure can take place under mild conditions, allowing for potential recognition sites close to a metal center to be electrochemically and chemically activated and deactivated. This intramolecular porphodimethene-porphyrin interconversion offers many exciting possibilities for the development of catalysis adept at specific transformations and for the design of novel sensors or photosensitizers.

Citation Download Citation

Hubert S. Gill, Michael Harmjanz, and Michael J. Scott "Porphodimethenes/porphyrins: redox-switchable tetrapyrrolic macrocycles", Proc. SPIE 4512, Complex Adaptive Structures, (23 October 2001); https://doi.org/10.1117/12.446774

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