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Studies towards a catalytic asymmetric isomerization of manganese complexed alkynes to allenes using chiral bases
| Title: | Studies towards a catalytic asymmetric isomerization of manganese complexed alkynes to allenes using chiral bases. |
 114 views 34 downloads |
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| Name(s): |
He, Chang. Charles E. Schmidt College of Science Department of Chemistry and Biochemistry |
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| Type of Resource: | text | |
| Genre: | Electronic Thesis Or Dissertation | |
| Date Issued: | 2009 | |
| Publisher: | Florida Atlantic University | |
| Physical Form: | electronic | |
| Extent: | xiii, 111 p. : ill. (some col.). | |
| Language(s): | English | |
| Summary: | The conversion of alkynyl carbonyls to allenyl carbonyls via manganese mediated coordination followed by a base-catalyzed isomerization was carried out using a range of chiral and achiral amine bases. Chiral amidine and chiral DBU derivatives were synthesized to carry out the isomerization enantioselectively. We employed HPLC equipped with a chiral column to determine the enantiomeric excess. We also proved that the mechanism of that the manganese-coordinated alkyne/allene rearrangement reaction involved an intermediate cumenolate. It was also confirmed that amine base with pKa lower than that of DBU (pKa = 13.6) would not carry out the isomerization. Alkoxy base were also used in isomerization and the mechanism was also investigated. | |
| Identifier: | 321040920 (oclc), 192983 (digitool), FADT192983 (IID), fau:2974 (fedora) | |
| Note(s): |
by Chang He. Thesis (M.S.)--Florida Atlantic University, 2009. Includes bibliography. Electronic reproduction. Boca Raton, Fla., 2009. Mode of access: World Wide Web. |
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| Subject(s): |
Enzyme kinetics Organometallic compounds -- Synthesis Asymmetric synthesis Methathesis (Chemistry) Carbonyl compounds -- Synthesis |
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| Persistent Link to This Record: | http://purl.flvc.org/FAU/192983 | |
| Use and Reproduction: | http://rightsstatements.org/vocab/InC/1.0/ | |
| Host Institution: | FAU |
