Synthesis and characterization of molecules for electron transfer research.

Dimethoxynaphthalene (donor) and quinone (acceptor) have been chosen as a suitable redox pair and are bonded to either permethylated silane chains or corresponding permethylated alkyl chains to form Acceptor-(Bridge)-Donor molecules. The idea that the s-delocalization phenomenon of silane chains may greatly facilitate ET reactions will be tested. The starting material for the donor precursor, 4-(1,4-dimethoxynaphthyl)bromocyclohexane, was 1,4-naphthoquinone. After methylation and bromination, the Grignard reagent of the resulting bromide was reacted with cyclohexanedione, mono ethylene ketal. The resulting alcohol was changed to the donor precursor through the following functional group transformation steps: dehydration, hydrogenation, deketalization and bromination. 1,4-Dibenzyloxybromobenzene, the precursor for the acceptor, was synthesized from 1,4-hydroquinone through bromination and benzylation. The connection of the two precursors and either permethylated silane chains or permethylated alkyl chains will give the final target molecules for ET research. Progress on this is included.

Grantor dc:publisher

University of North Texas

Year dc:date

2000

Author dc:creator

• Xiao, Wu

Contributors dc:contributor

• Wiedenfeld, David
• Cundari, Thomas R.

• Charge exchange.
• Silane.
• coupling reactions
• chromatography
• electron transfer
• donor
• acceptor

Statement dc:rights

• Public
• Copyright
• Xiao, Wu
• Copyright is held by the author, unless otherwise noted. All rights reserved.

Language dc:language

English

Identifier

oclc: 50567148
https://digital.library.unt.edu/ark:/67531/metadc2683/
ark: ark:/67531/metadc2683

OAI identifier oai:identifier

info:ark/67531/metadc2683