Synthesis and Complexation Studies of Novel Functionalized Crown Ethers and Azacrown Ethers

Use of this dissertation is restricted to the UNT Community. Off-campus users must log in to read.

Description

Novel cage-functionalized azacrown ethers, i.e. 51, 52, 53, 55, 57, 61 and 62, which have various crown cavity and different number of nitrogen atoms incorporated, have been prepared. X-ray structures of 53, 55 and 57 have been obtained for the study of the crown topological structure. The complexation properties of crown 51, 52, 57, 61 and 62 have been evaluated via alkali metal picrate extraction, silver picrate extraction and ESI-MS study. The novel cage-fuctionalized azacrown ethers generally exhibit high avidity and selectivity towards Ag+ versus alkali metal ions and some transition metals i.e. Cu2+, Mn2+, Zn2+, Ni2+ and Pb2+. Crown ... continued below

Creation Information

Huang, Zilin May 2006.

Context

This dissertation is part of the collection entitled: UNT Theses and Dissertations and was provided by UNT Libraries to Digital Library, a digital repository hosted by the UNT Libraries. It has been viewed 120 times . More information about this dissertation can be viewed below.

Who

People and organizations associated with either the creation of this dissertation or its content.

Author

Publisher

Rights Holder

For guidance see Citations, Rights, Re-Use.

  • Huang, Zilin

Provided By

UNT Libraries

With locations on the Denton campus of the University of North Texas and one in Dallas, UNT Libraries serves the school and the community by providing access to physical and online collections; The Portal to Texas History and UNT Digital Libraries; academic research, and much, much more.

Contact Us

What

Descriptive information to help identify this dissertation. Follow the links below to find similar items on the Digital Library.

Degree Information

Description

Novel cage-functionalized azacrown ethers, i.e. 51, 52, 53, 55, 57, 61 and 62, which have various crown cavity and different number of nitrogen atoms incorporated, have been prepared. X-ray structures of 53, 55 and 57 have been obtained for the study of the crown topological structure. The complexation properties of crown 51, 52, 57, 61 and 62 have been evaluated via alkali metal picrate extraction, silver picrate extraction and ESI-MS study. The novel cage-fuctionalized azacrown ethers generally exhibit high avidity and selectivity towards Ag+ versus alkali metal ions and some transition metals i.e. Cu2+, Mn2+, Zn2+, Ni2+ and Pb2+. Crown 61 displays significant avidity and selectivity toward K+ in alkali metal picrate extraction experiments vis-à-vis the remaining alkali metal picrates. Three types of ditopic ion-exchange receptors for sodium hydroxide extraction study have been designed. All of the crown ether molecules have proper cavity for selective sodium complexation and have weakly acidic ionizable alcohols for sodium-proton exchange under strongly basic conditions. Crown 80 and 81 were synthesized; key intermediates for the synthesis of crown 82, 83 and 84 have been prepared. The preparation of 99 afforded an unexpected crown 103. The preparation of 109 had been attempted, but could not be successfully isolated. Four novel cage-functionalized calix[4]arene crown-5, i.e. 113-116, have been synthesized. The structures of 113 and 116 have been established by X-ray crystal structural analysis and NMR spectral analysis. The complexation properties of the four ionic receptors have been studied via alkali metal picrate extraction experiments. Crown 115 and 116 display more than modest avidity toward alkali metal ions and are most selective toward K+ vis-à-vis 113 and 114.

Subjects

Keywords

Library of Congress Subject Headings

Language

Identifier

Unique identifying numbers for this dissertation in the Digital Library or other systems.

Collections

This dissertation is part of the following collection of related materials.

UNT Theses and Dissertations

Theses and dissertations represent a wealth of scholarly and artistic content created by masters and doctoral students in the degree-seeking process. Some ETDs in this collection are restricted to use by the UNT community.

What responsibilities do I have when using this dissertation?

When

Dates and time periods associated with this dissertation.

Creation Date

  • May 2006

Added to The UNT Digital Library

  • May 14, 2008, 9:13 p.m.

Description Last Updated

  • Jan. 14, 2014, 12:39 p.m.

Usage Statistics

When was this dissertation last used?

Yesterday: 0
Past 30 days: 3
Total Uses: 120

Interact With This Dissertation

Here are some suggestions for what to do next.

Start Reading

PDF Version Also Available for Download.

Citations, Rights, Re-Use

Huang, Zilin. Synthesis and Complexation Studies of Novel Functionalized Crown Ethers and Azacrown Ethers, dissertation, May 2006; Denton, Texas. (digital.library.unt.edu/ark:/67531/metadc5593/: accessed September 25, 2017), University of North Texas Libraries, Digital Library, digital.library.unt.edu; .