Chemistry and Physics Faculty Proceedings, Presentations, Speeches, Lectures

Title

Total Synthesis of Functionalized Acenes

Document Type

Poster

Publication Date

3-26-2012

Abstract

Research project focused on preparation of acene dinitriles from benzene 1,2-dicarbaldehyde. A Wittig reagent of fumaronitrile and triethylphosphine yielded a new C-C double. The increased acidity of the a-H, between the new alkene bond and a cyano group, allowed an Aldol reaction to take place and resulted in a ring closure. Condensation reaction established aromaticity in the new ring, carrying dicyano functionality. To allow additional ring formations via reaction sequence repetitions, nitrile groups were reduced with DIBALH to dialdehydes.

Comments

Poster presented at the ACS (American Chemical Society) Annual Meeting in San Diego, CA, March 26th, 2012

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