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University of Illinois at Urbana-Champaign
The 1,3-Diazabiphenylene system. synthesis, chemistry, and incorporation into a linearly extended purine analogue
Abstract
dc:descriptionThe first synthesis of the 1,3-diazabiphenylene ring system by cobalt-catalyzed cooligomerization of a novel diethynylpyrimidine and bis(trimethylsilyl)acetylene is described. This diazabiphenylene is found to undergo an unusual structural rearrangement on treatment with acid in methanol, providing a substituted isoquinoline. Progress toward the synthesis of the dimensional probe, lin-bcb-adenine, incorporating the 1,3-diazabiphenylene skeleton, is summarized, and the synthesis of a pyrimido{6,5-i}imidazo{4,5-g}cinnoline, via a heteroaromatic cross coupling reaction, is discussed.
Degree
thesis:*- Name thesis:degree_name
- Ph.D.
- Level thesis:degree_level
- Dissertation
- Discipline thesis:degree_discipline
- Chemistry
- Grantor
- University of Illinois at Urbana-Champaign
- Year dc:date
- 2014
Author and committee
dc:creator, dc:contributor.*- Author dc:creator
-
- D'alarcao, Marc M.
Subjects
dc:subject × 1Identifiers
dc:identifier.*- Identifier
- (UMI)AAI8409763
- OAI identifier oai:identifier
- oai:www.ideals.illinois.edu:2142/70233