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Design and synthesis of organic multi-porphyrin self-assembled supramolecules

Posted on:2003-05-17Degree:Ph.DType:Dissertation
University:City University of New YorkCandidate:Shi, XinxuFull Text:PDF
GTID:1461390011989282Subject:Chemistry
Abstract/Summary:
Chapter 1. Two aldehydes, 2,6-diacetamido-4-formylpyridine (7) and 1-butyl-6-formyluracil (11), are used to synthesize five pyridyl and four uracyl meso-subsituted porphyrins. With these complementary porphyrin building blocks, it is possible to build various types of multi-porphyrin supramoleculas with different spatial relationships in predefined geometries. The formation and properties of self-complementary dimers and a closed tetrameric square are presented as a basis of comparison to the latter system in the solid state. An X-ray structure of 5,10-bis(4- tert-butylphenyl)-15,20-bis(3,5-diacetamido-4-pyridyl)porphyrin ( IV) confirms its molecular structure and reveals a hydrogen-bonded supramolecular organization mediated by water molecules.; Chapter 2. Discrete squares and tapes of porphyrins are self-assembled by self-complementary hydrogen bonding between diacetamidopyridyl recognition groups rigidly linked to the chromophore.; Chapter 3. Discrete tapes, squares, nonomer, hexomer, and star pentamer of porphyrins may be self-assembled by hetro-complementary hydrogen bonding between diacetamidopyridyl and 1-butyluracyl recognition groups rigidly linked to the chromophores.
Keywords/Search Tags:Self-assembled, Porphyrins
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