Synthesis and Supramolecular Properties of a Novel Octaphosphonate Porphyrin

Abstract

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.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)