Vaslowski, Gregory
(2007)
Studies on the Alternatives to Stilbene Based Precipitons and Further Applications and Designs of Precipitons.
Master's Thesis, University of Pittsburgh.
(Unpublished)
Abstract
Precipitons, solubility-based phase tags, can be used in similar fashion to other solution based phase tags without many of the disadvantages. Structures based on azobenzene have been studied as alternatives to stilbene-based precipitons. The double bond between nitrogens in azobenzene can be interconverted between cis and trans by UV irradiation, unlike stilbene which only isomerizes in the cis to trans direction. The analogous nature of azobenzene to stilbene was the basis for the creation and study of possible recyclable alternatives to the studied stilbene orignal. Stilbene-based precipiton reagent tags have also been studied. Previous studies show the effectiveness of precipitons as a substrate tag. To show the precipiton's effectiveness as a reagent scavenger, several carbodiimide-based tags have been synthesized and tested as reagent scavengers. Finally, various sulfoxides tagged with a stilbene-based precipiton have been synthesized in order to demonstrate isolation of small molecules by sublimation from solids. Proof of principle is demonstrated by isomerizing precipiton tagged sulfoxides which are subsequently heated in oil and release several small allyl protected products. These products are isolated and characterized by common methods.
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Details
| Item Type: |
University of Pittsburgh ETD
|
| Status: |
Unpublished |
| Creators/Authors: |
|
| ETD Committee: |
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| Date: |
19 September 2007 |
| Date Type: |
Completion |
| Defense Date: |
3 August 2007 |
| Approval Date: |
19 September 2007 |
| Submission Date: |
5 August 2007 |
| Access Restriction: |
No restriction; Release the ETD for access worldwide immediately. |
| Institution: |
University of Pittsburgh |
| Schools and Programs: |
Dietrich School of Arts and Sciences > Chemistry |
| Degree: |
MS - Master of Science |
| Thesis Type: |
Master's Thesis |
| Refereed: |
Yes |
| Uncontrolled Keywords: |
azo; azobenzene; chemical separations; fluorous; green; organic chemistry; recyclable; scavengers; sythesis; thioureas |
| Other ID: |
http://etd.library.pitt.edu/ETD/available/etd-08052007-190054/, etd-08052007-190054 |
| Date Deposited: |
10 Nov 2011 19:57 |
| Last Modified: |
15 Nov 2016 13:48 |
| URI: |
http://d-scholarship.pitt.edu/id/eprint/8904 |
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