Skip to main content
Article
Catalyzing Methanolysis of Alkyl Halides in the Interior of an Amphiphilic Molecular Basket
Organic Letters
  • Eui-Hyun Ryu, Iowa State University
  • Hongkwan Cho, Iowa State University
  • Yan Zhao, Iowa State University
Document Type
Article
Disciplines
Publication Version
Published Version
Publication Date
11-1-2007
DOI
10.1021/ol701883u
Abstract
A molecular basket with four cholate units assembled on a cone-shaped calix[4]arene assumed reversed micelle-like conformation in 5% methanol/carbon tetrachloride. The inwardly facing hydroxyl groups on the cholates concentrated the polar solvent from the mostly nonpolar mixture. Methanolysis of alkyl halides benefited from the concentrated pocket of methanol if the substrate was capable of entering the basket. Substrates that were too large or too hydrophobic to fit within the basket showed no rate acceleration.
Comments

Reprinted (adapted) with permission from Organic Letters 9 (2007): 5147, doi:10.1021/ol701883u. Copyright 2007 American Chemical Society.

Copyright Owner
American Chemical Society
Language
en
File Format
application/pdf
Citation Information
Eui-Hyun Ryu, Hongkwan Cho and Yan Zhao. "Catalyzing Methanolysis of Alkyl Halides in the Interior of an Amphiphilic Molecular Basket" Organic Letters Vol. 9 Iss. 25 (2007) p. 5147 - 5150
Available at: http://works.bepress.com/yan_zhao/1/