Title

1,2 Diamine and 1,2 Amine Alcohol-Porphyrin Hybrids: Chiral Porphyrins for Anion Recognition

Document Type

Thesis

Degree Name

Master of Science (MS)

Department

Chemistry

Date of Award

Spring 2012

Abstract

The aim of this project is to develop chiral porphyrin compounds that can serve as synthetic receptors for the selective binding of chiral anions and chiral amines. The main approach to our objective of developing chiral porphyrin compounds will be the attachment of 1,2 diamine derivatives to one of the meso positions of tetraphenylporphyrin. The hosts are designed to complement the shape, size, charge and binding motifs of the target guests. Target guests will include chiral carboxylate containing species such as the lactate and mandelate anion, ibuprofen conjugate base, and amino acid derivatives. We will also target chiral amines such as ephedrine and nicotine. The goals of this project will be accomplished by investigating the following hypothesis: selective receptors for chiral guests can be developed by rational host design. To achieve selective chiral recognition, the host should be designed in such a way that the guest recognition elements are pre-positioned in a manner that precisely complements the asymmetric shape, the functionality, the size and the charge of the guest.

Advisor

Stephen Starnes

Subject Categories

Chemistry | Physical Sciences and Mathematics

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