Synthesis and Supramolecular Properties of a Novel Octaphosphonate Porphyrin

被引:11
作者
Bhosale, Sheshanath V. [1 ]
Kalyankar, Mohan B. [1 ,2 ]
Langford, Steven J. [1 ]
Bhosale, Sidhanath V. [2 ]
Oliver, Ruth F. [1 ]
机构
[1] Monash Univ, Sch Chem, Clayton, Vic 3800, Australia
[2] N Maharashtra Univ, Dept Organ Chem, Jalgaon 425001, MH, India
基金
澳大利亚研究理事会;
关键词
Porphyrinods; Self-assembly; Supramolecular chemistry; Nitrogen heterocycles; Nanostructures; Electron microscopy; MULTIPORPHYRIN ARRAYS; ACID TETHERS; AGGREGATION; ATTACHMENT; FIBERS;
D O I
10.1002/ejoc.200900589
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学];
摘要
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. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
引用
收藏
页码:4128 / 4134
页数:7
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