Open Access. Powered by Scholars. Published by Universities.®

Physical Sciences and Mathematics Commons

Open Access. Powered by Scholars. Published by Universities.®

Chemistry

Colby College

Theses/Dissertations

Calixarenes

Publication Year

Articles 1 - 3 of 3

Full-Text Articles in Physical Sciences and Mathematics

The Selective Synthesis Of Oxacalix[6]Arenes And The Exploration Of Azacalix[N]Arenes, W. Christian Crannell Jan 2008

The Selective Synthesis Of Oxacalix[6]Arenes And The Exploration Of Azacalix[N]Arenes, W. Christian Crannell

Honors Theses

Calix[n]arenes, cyclIc molecules composed of "n" benzene rings meta-linked by a methylene to form a macrocycle, are very prevalent jn the literature and enjoy a wide range of applications. However, the oxygen bridged and nitrogen bridged systems, oxacalllx[n)arenes and azacalix[n]arenes, respectively, are far less common because they are synthetically challenging. Furthermore, the selective synthesis of oxacalix[6]arene systems has not previously been well documented, but the systems can now be accessed in a facile approach disclosed here. The insight and knowledge gained from the synthesis of oxacalix{6]arenes has provided a foray into the synthesis of azacalix[nlarenes.


Using Azahetercyclic Electrophiles To Synthesize Novel Bicyclooxacalixarenes And Oxacalix[2]N-Hexylnaphthalimide[2]Naphthyridines, Doug Rooke Jan 2008

Using Azahetercyclic Electrophiles To Synthesize Novel Bicyclooxacalixarenes And Oxacalix[2]N-Hexylnaphthalimide[2]Naphthyridines, Doug Rooke

Honors Theses

Various bicyclooxacalixarenes, tricyclooxacalixarenes and oxacalix[2]N-hexylnapthalimide[2]naphthyridines are synthesized via SnAr condensation. This research has involved synthesis optimization. The oxacalix[2]N-hexylnaphthalimide[2]naphthyridines have exhibited host-guest binding in fluorescence experiments. These compounds have been characterized by NMR spectroscopy as well as single crystal X-ray diffraction.


The Synthesis And Characterization Of Bicyclooxacalixarenes, Kevin J. Selby Jan 2005

The Synthesis And Characterization Of Bicyclooxacalixarenes, Kevin J. Selby

Honors Theses

Bicyclooxacalixarenes were synthesized in high yield via a selective, room temperature Sn Ar reaction of phluoroglucinol with 2,6-dichloropyridines. Functionality on the 2,6-dichloropyridioe was varied by changing the electron-withdrawing groups in the 3 and 5 positions (using chlorine, nitro groups, and cyano groups) and the side-chains in the 4-position (using ethyl, butyl, phenyl and ρ-tolyl groups). The resulting cage-like molecules were studied by X-ray crystallography and tested for metal complexation.