Presentation Title

progress towards the synthesis of methylene bridged interdigitated capsule

Presenter Information

tristan bohlingFollow

Faculty Mentor

Dr. Linda Tunstad-Gutierrez

Start Date

17-11-2018 12:30 PM

End Date

17-11-2018 2:30 PM

Location

CREVELING 93

Session

POSTER 2

Type of Presentation

Poster

Subject Area

physical_mathematical_sciences

Abstract

Resorcin [4] arene cavitands and their derived heterocapsules are of great interest in the field of host-guest chemistry due to the ease with which they are able to be functionalized and alternate between enclosed capsules and open conformers .The primary objective of this research is to synthesize a heterodimer “interdigitated” capsule 1 that is more rigid than the previous generation of capsules designed by the Tunstad group. The proposed capsule will be composed of two functionalized resorcin[4]arene macrocycles, each with differing number of methylene and quinoxaline linkers. It is our hypothesis that the incorporation of methylene groups into the bottom half of the capsule will induce conformational rigidity that will allow for host guest binding interactions. The work that has been completed thus far includes the synthesis of the first three intermediates and their corresponding characterizations via 1H-NMR (Nuclear Magnetic Resonance). Upon successful synthesis of the desired capsule, physical conformational studies will be carried out via 1H NMR, variable temperature NMR, 13C NMR, and mass spectrometry in order to determine extent of capsule conformational.

Summary of research results to be presented

The first three compounds in the synthetic scheme were successfully produced in respectable yields. resorcin [4] arene and diquinoxaline spanned cavitand were synthesized in lower yields than expected, future endeavors will improve upon this. Tetraquinoxaline spanned cavitand was synthesized in adequate yields. NMR spectras indicate good purity of compounds.

This document is currently not available here.

Share

COinS
 
Nov 17th, 12:30 PM Nov 17th, 2:30 PM

progress towards the synthesis of methylene bridged interdigitated capsule

CREVELING 93

Resorcin [4] arene cavitands and their derived heterocapsules are of great interest in the field of host-guest chemistry due to the ease with which they are able to be functionalized and alternate between enclosed capsules and open conformers .The primary objective of this research is to synthesize a heterodimer “interdigitated” capsule 1 that is more rigid than the previous generation of capsules designed by the Tunstad group. The proposed capsule will be composed of two functionalized resorcin[4]arene macrocycles, each with differing number of methylene and quinoxaline linkers. It is our hypothesis that the incorporation of methylene groups into the bottom half of the capsule will induce conformational rigidity that will allow for host guest binding interactions. The work that has been completed thus far includes the synthesis of the first three intermediates and their corresponding characterizations via 1H-NMR (Nuclear Magnetic Resonance). Upon successful synthesis of the desired capsule, physical conformational studies will be carried out via 1H NMR, variable temperature NMR, 13C NMR, and mass spectrometry in order to determine extent of capsule conformational.