Two complementary routes were developed for preparing novel octaphosphonate porphyrins. The use of protected/de- protected 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 formationwith cyclam. Cofacial reversible self-assembly of a meso-substituted octaphos- phonate 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 mi- croscopy.
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