Title

Synthesis of Chiral Porphyrins and Structural Studies of Their Host: Guest Complexes

Document Type

Thesis

Degree Name

Master of Science (MS)

Department

Chemistry

Date of Award

Fall 2012

Abstract

The aim of my project is to synthesize chiral porphyrin compounds and to perform structural studies for these compounds when interacted with different anions. The main approach to this objective of developing chiral porphyrin compounds will be the attachment of proline derivatives to one of the meso positions of tetraphenyl porphyrin and studying their interactions with the anions (chiral carboxylate containing species) by using Nuclear Magnetic resonance spectroscopy (NMR) experiments. The chiral amines, chiral carboxylate containing species targeted will be lactate and mandalate anion, ibuprofen conjugate base, amino acid derivatives, nicotine, ephedrine and naproxen. Here the hosts are designed in such away to complement the shape, size, charge and binding motifs of the target guests. 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 as 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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