Document Type

Article

Publication Date

12-3-2018

Comments

This journal article is published under the Creative Commons license CC BY-NC-ND 4.0 (Attribution-NonCommercial-NoDerivatives)

Abstract

5,6-Diaminoacenaphthylene was synthesized in four steps from acenaphthene. This seemingly simple molecule provides unique synthetic challenges because it is relatively difficult to reduce the nitro groups and the molecule contains a particularly reactive double bond. It was determined that the only feasible sequence for the synthesis was to nitrate acenaphthene, then brominate, eliminate, and finally selectively reduce. Several reduction methods were attempted before finding one that would completely reduce both nitro groups while leaving the double bond intact.

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