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Design, synthesis, and evaluation of c2-symmetric diamines for asymmetric synthesis / Tyler F. Higgins.
- Format:
- Book
- Thesis/Dissertation
- Author/Creator:
- Higgins, Tyler F., author.
- Language:
- English
- Subjects (All):
- Organic chemistry.
- Chemistry.
- Chemistry--Penn dissertations.
- Penn dissertations--Chemistry.
- Local Subjects:
- Organic chemistry.
- Chemistry.
- Chemistry--Penn dissertations.
- Penn dissertations--Chemistry.
- Genre:
- Academic theses.
- Physical Description:
- 1 online resource (387 pages)
- Contained In:
- Dissertations Abstracts International 81-08B.
- Place of Publication:
- [Philadelphia, Pennsylvania] : University of Pennsylvania ; Ann Arbor : ProQuest Dissertations & Theses, 2019.
- Language Note:
- English
- System Details:
- Mode of access: World Wide Web.
- text file
- Summary:
- Chiral diamines play an important role in asymmetric synthetic transformations. (-)-Sparteine is one such diamine; however, its commercial availability has become limited over the last ten years. In light of this, the development of sparteine surrogates has been of interest to the synthetic chemistry community. The following work describes the design, synthesis, and evaluation of three generations of potential sparteine surrogates. The metal ligating ability of these diamines was studied, and their value in asymmetric synthesis was investigated. Additionally, incorporation of one of the diamines into a tetraazamacrocyclic framework was achieved. This tetraazamacrocycle has potential to be used for the development of enantioselective atom transfer processes, i.e. epoxidation, aziridination, or cyclopropanation.
- Notes:
- Source: Dissertations Abstracts International, Volume: 81-08, Section: B.
- Advisors: Winkler, Jeffrey D.; Committee members: Amos Smith; Madeleine Joullie; Virgil Percec.
- Department: Chemistry.
- Ph.D. University of Pennsylvania 2019.
- Local Notes:
- School code: 0175
- ISBN:
- 9781392783894
- Access Restriction:
- Restricted for use by site license.
- This item must not be sold to any third party vendors.
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