Synthesis and Use of Chiral Surfactants.

<p>It has been previously shown that micelles formed from surfactants with chiral head groups serve to induce a chiral reaction medium, leading to enhanced enantioselectivities in the reaction products. This utilization of chiral surfactants will offer an economical alternative to traditional chial solvents while simultaneously reducing organic waste. We have successfully dimethlated S-leucinol in an 85% yield, and have synthesized a hydrocarbon-based surfactant with this molecule as a head group. We have also formed polymeric surfactants that have polydimethylsiloxane as the hydrophobic portion with the (S)-dimethylleucinol as a head group. Tests of the solubility of these surfactants have been conducted. We also have done a reduction of a ketone in 95% ethanol and 1.3%-4% (w/v) surfactants, resulting in ee. 5.4%-6.6%.</p>

Name thesis:degree_name

MS (Master of Science)

Level thesis:degree_level

Thesis - unrestricted

Discipline thesis:degree_discipline

Chemistry

Year dc:date.issued

2001

Author dc:creator

• Yang, Xiaoye

• Alkyl halide
• Chiral surfactants
• Siloxane-based polymers
• Enantioselective
• Enantiomers
• Dimethyl leucinol
• Chemistry
• Physical Sciences and Mathematics

Statement dc:rights

• Copyright by the authors.

Repository record dc:identifier

https://dc.etsu.edu/etd/49

OAI identifier oai:identifier

oai:dc.etsu.edu:etd-1099