Type of Document Master's Thesis Author Rabinowitz, Daniel Joshua Author's Email Address rabinowitz.dj@gmail.com URN etd-10312008-171506 Title ELECTROCHEMICAL STUDIES OF SUBSTITUTED ANTHRAQUINONES Degree Master of Science Department Chemistry Advisory Committee
Advisor Name Title Thomas Netzel Committee Chair Dabney Dixon Committee Co-Chair Gangli Wang Committee Member Jerry Smith Committee Member Keywords
- Saturated Calomel Electrode.
- Anthraquinone
- electron-withdrawing group
- redox potentials
- ethynyl linker
- ethanyl linker
- acetonitrile
Date of Defense 2008-10-27 Availability unrestricted Abstract Electrochemical potentials of a series of anthraquinone derivatives were studied in both aqueous solution and acetonitrile. The long term goal of this work was to find derivatives which could be reduced easily for studies of photoinduced electron transfer in DNA. Our immediate goal was to find the substitution group that gave the least negative redox potential value. Of all derivatives studied, the anthraquinone imides as a class had the least negative redox potentials, in the range of -0.600 to -0.550 V vs. SCE. One of the anthraquinones studied, one derivative (deoxyadenosine conjugated with an ethynyl linker to an anthraquinone with two ester substituents) was also in this range. A study of a series of anthraquinones conjugated with ethynyl and ethanyl linkers showed that the ethynyl linker was more effective than the ethanyl linker in lowering the redox potential of anthraquinone.Files
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