An approach toward benzo-13-methylphenalene.

Title: An approach toward benzo-13-methylphenalene.
Identifier: AAI9108076
identifier: 9108076
Creator: Alva, Carlos Wilson.
Contributor: Adviser: Klaus Grohmann
Date: 1990
Language: English
Publisher: City University of New York.
Subject: Chemistry, Organic
Abstract: (DIAGRAM, TABLE OR GRAPHIC OMITTED...PLEASE SEE DAI)Research in the Grohmann group has led to the attempted synthesis of antiaromatic annulenes such as 13-Methylphenalene I and Benzo-13-methylphenalene II. These two compounds present the rigidity that should produce the maximum paratropic effect that is relatively large compared to flexible annulenes. Equally important, they possess a methyl group located at the center of the polycyclic olefinic chain. This group could be utilized as a marker for observing the expected paramagnetic ring current that is characteristic for antiaromatic systems. The advantage of II over I is the presence of the benzo group as an "electron pool" to stabilize the electron flow around the perimeter; as a result of this effect, II should be relatively more stable than the nonbenzosubstituted counterpart. This thesis covers our approaches toward II beginning with the use of Vanillin as the starting point of this synthetic journey until the final stopping point that is just one double bond away from II itself.
Type: dissertation
Source: PQT Legacy CUNY.xlsx
degree: Ph.D.