47 New Di-Ionizable p-Tert-Butylcalix[4]Arene-Crown-5 Ligands with Elongated Acidic Side Arms

Wednesday, November 4, 2009
Ballroom A+B (Camino Real Hotel)
Dong Eun Kang , Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX
Jennifer Crawford , Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX
Richard A. Bartsch , Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX

New Di-ionizable p-tert-Butylcalix[4]arene-crown-5 Ligands with Elongated Acidic Side Arms

Dong Eun Kang, Jennifer Crawford, Richard A. Bartsch

Synthetic strategies for novel di-ionizable p-tert-butylcalix[4]arene-crown-5 compounds with two -O(CH2)4C(O)Z groups on the lower rim in cone conformations are reported. In the ionizable group, Z = -OH and -NHSO2X with X = methyl, phenyl, 4-nitrophenyl and trifluoromethyl. The variation in X serves to tune the acidity of the ligand. Results for solvent extractions of alkali metal and alkaline earth metal cations, as well as Hg(II) and Pb(II), are reported and compared with those obtained earlier with analogs having two -OCH2C(O)Z groups.

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