1. Synthesis and Supramolecular Properties of a Novel Octaphosphonate Porphyrin
- Author
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Sheshanath V. Bhosale, Sidhanath V. Bhosale, Ruth Fiona Oliver, Steven J. Langford, and Mohan B. Kalyankar
- Subjects
Stereochemistry ,Organic Chemistry ,Nanowire ,Supramolecular chemistry ,Photochemistry ,Porphyrin ,Chemical synthesis ,chemistry.chemical_compound ,chemistry ,Yield (chemistry) ,Cyclam ,Molecule ,Self-assembly ,Physical and Theoretical Chemistry - Abstract
Two complementary routes were developed for preparing novel octaphosphonate porphyrins. The use of protected/deprotected phosphonate-substituted precursors in the rational synthesis gave an overall yield 16%. A more streamlined synthetic path gave 21% overall yield of the target molecule. Octaphosphonate porphyrin possesses promising properties in supramolecular aggregate formation with cyclam. Cofacial reversible self-assembly of a meso-substituted octaphosphonate porphyrin with cyclam yields micrometer-long nanowires with a height of about 1-1.5 nm. The resulting wires were characterized by UV/Vis absorption, emission and atomic force microscopy and transmission electron microscopy.
- Published
- 2009
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