University of Illinois Urbana-Champaign

Reactive Sieving With M-Phenylene Ethynylene Foldamers: Effects of Structural Modification on Reactivity

Smaldone, Ronald A.

This item is only available for download by members of the University of Illinois community. Students, faculty, and staff at the U of I may log in with your NetID and password to view the item. If you are trying to access an Illinois-restricted dissertation or thesis, you can request a copy through your library's Inter-Library Loan office or purchase a copy directly from ProQuest.

Permalink

https://hdl.handle.net/2142/87891

Description

Title
Reactive Sieving With M-Phenylene Ethynylene Foldamers: Effects of Structural Modification on Reactivity
Author(s)
Smaldone, Ronald A.
Issue Date
2008
Doctoral Committee Chair(s)
Moore, Jeffrey S.
Degree Granting Institution
University of Illinois at Urbana-Champaign
Degree Name
Ph.D.
Degree Level
Dissertation
Keyword(s)
Chemistry, Organic
Language
eng
Abstract
In an attempt to further understand the nature of the host-guest interaction between mPE foldamers and the methylsulfonate esters used to study reactive sieving, a set of parameters for both the mPE foldamer and the methylsulfonate guests were developed for CHARMM-based molecular dynamics simulations. A total of 14 simulations were performed (500 ps each) and the dihedral angles of the guest alkyl chains were monitored. It was found that many of the dihedral angles could adopt and maintain a gauche conformation during the course of the simulation. Furthermore, a correlation between a number of gauche configurations in the alkyl chain and the relative rate of methylation was observed. Although the sample size and simulation time were too small to make any strong conclusions, these parameters provide a starting point for more sophisticated and lengthy simulations.
Graduation Semester
2008
Type of Resource
text
Permalink
http://hdl.handle.net/2142/87891

Owning Collections

Graduate Dissertations and Theses at Illinois PRIMARY
Graduate Theses and Dissertations at Illinois
Dissertations and Theses - Chemistry