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"Nucleophilic
Addition to 1-Chloro-5-(4-Dimethylamino)pyridiniumanthraquinione."
Jeremy Ryan
Mentor: Dr. Andrew Koch
St. Mary's College of Maryland, 2002- 2003
Previous members of the Koch research group have synthesized
and characterized several novel compounds capable of accepting electrons.
Of special interest is a class of compounds known as anthraquinones.
Several different compounds generated by substituting the chlorines
of various chlorinated anthraquinones with pyridinium groups have
yielded several promising materials that maybe useful in the process
of converting sunlight into usable energy.
Of these, 1-chloro-5-(4-dimethlyamino)-pyridiniumanthraquionone
possesses properties that make it particularly useful. Specifically,
it is capable of accepting two electrons well before irreversible
reduction of the pyridinium moiety is observed. Unfortunately, it
has not yet been shown that the remaining chlorine on this compound
can be replaced with anything other than another pyridinium group.
It is the goalof this project to replace this group with another
nucleophile. This should increase the synthetic usefulness of the
compound by providing a means to link it to other compounds or further
tune its properties.
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