Date of Award

1-1-2017

Language

English

Document Type

Dissertation

Degree Name

Doctor of Philosophy (PhD)

College/School/Department

Department of Chemistry

Content Description

1 online resource (xxix, 215 pages) : illustrations (some color)

Dissertation/Thesis Chair

Marina A Petrukhina

Committee Members

Evgeny V Dikarev, Eric Block, Thomas S Hughes

Keywords

buckybowl, corannulene, Friedel-Crafts, functionalization, single crystal, X-ray crystallography, Polycyclic aromatic hydrocarbons, Annulenes

Subject Categories

Chemistry

Abstract

Bowl-shaped polycyclic aromatic hydrocarbons (also referred to as buckybowls or π-bowls) are curved polyarenes that are structurally related to fullerenes. Corannulene, the smallest buckybowl which maps onto a one-third of the surface of C60, provides a great platform for functionalization. Various synthetic methods have been developed over the years to give access to a wealth of corannulene derivatives with many different properties and practical applications. In this work, we report on the controlled functionalization of the corannulene interior, while also employing the addition of different functionalities to its periphery for fine-tuning of the packing and bowl properties.

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