Title: Synthesis of 9,10-Bis-ketoenaminoanthryl and 9,10-Bisi-isoxazolylanthryl Linked Biscalix[4]arenes: Atropisomers and Molecular Recognitions
Authors: Tsai, Chia-Chen
Ho, I-Ting
Chu, Jean-Ho
Shen, Li-Ching
Huang, Shou-Ling
Chung, Wen-Sheng
Department of Applied Chemistry
Issue Date: 2-Mar-2012
Abstract: An efficient synthetic pathway for the synthesis of biscalix[4]arenes 5-10 using 1,3-dipolar cycloaddition reactions is reported. Biscalix[4]arene 10 is capable of forming a complex with methyl viologen because of favorable cation-pi interactions and a proper cavity size to accommodate the guest. Moreover, biscalix[4]arenes 8a and 8b were found to be atropisomers at room temperature. These two conformers were unable to exchange at room temperature because of the restricted rotation of the C-9-C-11 or C-10-C-12 bonds of the beta-amino-alpha,beta-unsaturated ketones of anthracene.
URI: http://dx.doi.org/10.1021/jo2024784
ISSN: 0022-3263
DOI: 10.1021/jo2024784
Volume: 77
Issue: 5
Begin Page: 2254
End Page: 2262
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