Molecular tweezers: Synthetic receptors for the DNA base adenine

The design and syntheses of a series of molecular tweezers containing functional groups in the bay area of the spacers are discussed. Molecular tweezers 98, 99, 120, and 128 were designed to complex the DNA base adenine through a combination of hydrogen bonding and π-stacking interactions. They were synthesized in a convergent fashion that was fast and efficient. A new methodology for 9-substituted acridines was developed to facilitate the syntheses of molecular tweezers containing acridine chromophores. A novel rearrangement in 9-arylacridines is described. An aryl-aryl coupling reaction was applied to form the molecular tweezers containing anthracene chromophores.

Name thesis:degree_name

Ph.D.

Level thesis:degree_level

Dissertation

Discipline thesis:degree_discipline

Chemistry, Organic

Grantor

University of Illinois at Urbana-Champaign

Year dc:date

2011

Author dc:creator

• Zeng, Zijian

Contributors dc:contributor

• Zimmerman, Steven C.

• Chemistry, Organic

Statement dc:rights

• Copyright 1991 Zeng, Zijian

Language dc:language

eng

Identifier

AAI9211054
(UMI)AAI9211054

OAI identifier oai:identifier

oai:www.ideals.illinois.edu:2142/23618