Thesis Title

Synthesis of 2,3,8,9,14,15-Hexamethyl-5,6,11,12,17,18-Hexadehydrotribenzo Annulene and the Reductive-Hydration of Ortho-Nitrophenylacetylenes

Date of Graduation

Summer 2001

Degree

Master of Science in Chemistry

Department

Chemistery

Committee Chair

Eric Bosch

Subject Categories

Chemistry

Abstract

In order to develop a new procedure for the self-assembly of nanochannels using electron donor-acceptor complexation an electron rich annulene was synthesized. Thus through a multi-step procedure the molecule 2,3,8,9,14,15-hexamethyl-5,6,11,12,17,18-hexadehydrotribenzoannulene was synthesized. During this synthesis a novel reductive-hydration reaction was discovered and investigated. The investigation revealed that reduction of ortho-nitro-phenylacetylenes with common reducing agents resulted in the hydration of the acetylene moiety to a methyl-ketone concomitant with reduction of the nitro group to the corresponding amine.

Copyright

© Laura Jeffries

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Dissertation/Thesis

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