| Summary: | 博士 === 國立臺灣大學 === 化學研究所 === 96 === The simulation of DNA chemistry by polybisnorbornenes is described. DNA molecules are double stranded polymers and the most important property for DNA molecules is replication. The purpose of this thesis is to mimic DNA replication and to functionalize double stranded polymers which could be used for further bioconjugation such as phosphorylation.
Regarding the polymer replication, the single stranded polynorbornene acts as a template for norbornene monomer adhesion via ester linkage. This polymer is treated with Grubbs I catalyst to proceed the ring opening metathesis polymerization to afford the corresponding unsymmetric double stranded polymer that has been thoroughly characterized by spectroscopic means as well as by STM images. After hydrolysis, a complementary polynorbornenecarboxylic acid is produced and converted into the corresponding polyester. The overall process involves a pass of the information from the template polymer to the daughter polymer.
In addition, we present a general and versatile preparation of polyols from polynorbornenes by catalytic dihydroxylation using a modified Naraska’s procedure. The polymers included single stranded and double stranded polynorbornenes were fully functionalized by OsO4. These polymers, are hydrophilic, double stranded and consist of a lot of reactive hydroxyl groups over the polymeric side chains, which could be applied for bioconjugations and bionanotechnology in the future.
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