Date of Award
2001
Document Type
Honors Thesis (Open Access)
Department
Colby College. Chemistry Dept.
Advisor(s)
Dasan M. Thamattoor
Second Advisor
Bradford Mundy
Third Advisor
D. Whitney King
Abstract
The structural beauty and interesting bonding properties of polycyclic cage compounds have been a source of fascination to many chemists. In this work, progress toward the synthesis of large oxabowl systems, such as hexaoxa[6]peristylane and its derivative dipbenylhexaoxa[6)peristylane, is described. Thus, the adduct obtained from the cycloaddition of maleic anhydride and cyc!ooctatetraene is converted into key dicarbonyl intermediates. Subsequently, the ozonolysis of these intermediates is carried out in order to generate hexaoxa(6)peristylane as well as diphenylhexaoxa[6]peristylane. Molecular modeling studies, performed at the semi-empirical level, are also described.
Keywords
Hydrocarbons -- Synthesis, Organic compounds -- Synthesis, Oxidation
Recommended Citation
Otte, Douglas Arthur, "Synthetic approach to hexaoxa[6]peristylanes. A novel DDQ-induced oxidative rearrangement" (2001). Honors Theses. Paper 192.https://digitalcommons.colby.edu/honorstheses/192
Copyright
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