Explorations with optically active, cage-annulated crown ethers.

A variety of optically active macrocyclic crown ethers that serve as "host" systems that are capable of differentiating between enantiomeric "guest" molecules during host-guest complexation have been prepared via incorporation of chiral elements into the crown ring skeleton. The ability of these crown ethers to recognize the enantiomers of guest salts, i.e., (+) a-methyl benzylamine and to transport them enantioselectively in W-tube transport experiments were studied. The ability of these crown ethers to perform as chiral catalysts in an enantioselective Michael addition was studied. The extent of asymmetric induction, expressed in terms of the enantiomeric excess (%ee), was monitored by measuring the optical rotation of the product and comparing to the literature value.

Grantor dc:publisher

University of North Texas

Year dc:date

2003

Author dc:creator

• Ji, Mingzhe

Contributors dc:contributor

• Marchand, Alan P.
• Golden, Teresa D.

• Crown ethers.
• chiral crown ethers
• optically active
• chiral catalysts
• Michael addition
• chiral recognition

Statement dc:rights

• Public
• Copyright
• Ji, Mingzhe
• Copyright is held by the author, unless otherwise noted. All rights reserved.

Language dc:language

English

Identifier

oclc: 53112746
https://digital.library.unt.edu/ark:/67531/metadc4207/
ark: ark:/67531/metadc4207

OAI identifier oai:identifier

info:ark/67531/metadc4207