Selective synthesis of oxacalix[6]arenes and the exploration of azacalix[n]arenes

Christian Crannell

Document Type Dissertation/Thesis


Calix[n]arenes, cyclIc molecules composed of "n" benzene rings meta-linked by a methylene to form a macrocycle, are very prevalent in the literature and enjoy a wide range of applications. However, the oxygen bridged and nitrogen bridged systems, oxacalix[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[n]arenes.