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Title: Multiheteromacrocycles that complex metal ions. Second progress report, 1 May 1975--30 April 1976

Abstract

Objective is to develop cyclic and polycyclic host organic compounds to complex and lipophilize metal ions. Macrorings were synthesized: (OCH$sub 2$ CH$sub 2$ O CH$sub 2$COCH$sub 2$ COCH$sub 2$)$sub 2$ and (OCH$sub 2$ CH$sub 2$ O CH$sub 2$ COCH$sub 2$ COCH$sub 2$)$sub 3$. The smaller ring complexes divalent metals 10$sup 1+9$ times better than the open-chain model CH$sub 3$ O CH$sub 2$ CO CH$sub 2$ COCH$sub 2$ O CH$sub 3$, and the order in which metal ions are complexed is Cu$sup 2+$, UO$sub 2$$sup 2+$ greater than Ni$sup 2+$ greater than Fe$sup 2+$, Co$sup 2+$, Zn$sup 2+$, Cd$sup 2+$ greater than Mn$sup 2+$. The UO$sub 2$$sup 2+$ and Cu$sup 2+$ complexes were isolated and characterized. The larger ring complexes trivalent metals 10/sup 0.9-1.7/ times better than the open- chain model compound, and the order is La$sup 3+$, Ce$sup 3+$ greater than Cr$sup 3+$. Five other macrocycles were also synthesized, and their binding constants with Na, K, NH$sub 4$, and Cs picrates were measured. Six compounds containing one macroring and two inward-pointing ArOH or ArOCH$sub 3$ groups were also prepared and tested for binding of Li, Na, K, Rb, and NH$sub 4$ picrates. Racemic compounds containing two binaphthyls and its sulfur analog were prepared. Cage-shaped multiheteromacrocycles containing ten O ligand sites or four S and six O ligand sites were prepared and the binding capability of the first compound for picrates studied. Two ring systems with phosphonate ester groups were also prepared. (DLC)

Authors:
Publication Date:
Research Org.:
California Univ., Livermore (USA). Lawrence Livermore Lab.
OSTI Identifier:
4086876
Report Number(s):
UCLA-34P218X2
NSA Number:
NSA-33-019685
DOE Contract Number:  
AT(04-3)-34
Resource Type:
Technical Report
Resource Relation:
Other Information: Orig. Receipt Date: 30-JUN-76
Country of Publication:
United States
Language:
English
Subject:
N40200* -Chemistry-Inorganic, Organic, & Physical Chemistry; 400300* -Chemistry-Organic Chemistry; *CADMIUM COMPLEXES- STABILITY; *CERIUM COMPLEXES- STABILITY; *HETEROCYCLIC COMPOUNDS- CHEMICAL PREPARATION; *LANTHANUM COMPLEXES- STABILITY; *ORGANIC COMPOUNDS- CHEMICAL PREPARATION; *URANYL COMPLEXES- STABILITY; CHROMIUM COMPLEXES; COBALT COMPLEXES; COMPLEXES; COPPER COMPLEXES; IRON COMPLEXES; MANGANESE COMPLEXES; NICKEL COMPLEXES; ZINC COMPLEXES

Citation Formats

Cram, D.J.. Multiheteromacrocycles that complex metal ions. Second progress report, 1 May 1975--30 April 1976. United States: N. p., 1976. Web. doi:10.2172/4086876.
Cram, D.J.. Multiheteromacrocycles that complex metal ions. Second progress report, 1 May 1975--30 April 1976. United States. doi:10.2172/4086876.
Cram, D.J.. Thu . "Multiheteromacrocycles that complex metal ions. Second progress report, 1 May 1975--30 April 1976". United States. doi:10.2172/4086876. https://www.osti.gov/servlets/purl/4086876.
@article{osti_4086876,
title = {Multiheteromacrocycles that complex metal ions. Second progress report, 1 May 1975--30 April 1976},
author = {Cram, D.J.},
abstractNote = {Objective is to develop cyclic and polycyclic host organic compounds to complex and lipophilize metal ions. Macrorings were synthesized: (OCH$sub 2$ CH$sub 2$ O CH$sub 2$COCH$sub 2$ COCH$sub 2$)$sub 2$ and (OCH$sub 2$ CH$sub 2$ O CH$sub 2$ COCH$sub 2$ COCH$sub 2$)$sub 3$. The smaller ring complexes divalent metals 10$sup 1+9$ times better than the open-chain model CH$sub 3$ O CH$sub 2$ CO CH$sub 2$ COCH$sub 2$ O CH$sub 3$, and the order in which metal ions are complexed is Cu$sup 2+$, UO$sub 2$$sup 2+$ greater than Ni$sup 2+$ greater than Fe$sup 2+$, Co$sup 2+$, Zn$sup 2+$, Cd$sup 2+$ greater than Mn$sup 2+$. The UO$sub 2$$sup 2+$ and Cu$sup 2+$ complexes were isolated and characterized. The larger ring complexes trivalent metals 10/sup 0.9-1.7/ times better than the open- chain model compound, and the order is La$sup 3+$, Ce$sup 3+$ greater than Cr$sup 3+$. Five other macrocycles were also synthesized, and their binding constants with Na, K, NH$sub 4$, and Cs picrates were measured. Six compounds containing one macroring and two inward-pointing ArOH or ArOCH$sub 3$ groups were also prepared and tested for binding of Li, Na, K, Rb, and NH$sub 4$ picrates. Racemic compounds containing two binaphthyls and its sulfur analog were prepared. Cage-shaped multiheteromacrocycles containing ten O ligand sites or four S and six O ligand sites were prepared and the binding capability of the first compound for picrates studied. Two ring systems with phosphonate ester groups were also prepared. (DLC)},
doi = {10.2172/4086876},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Thu Jan 15 00:00:00 EST 1976},
month = {Thu Jan 15 00:00:00 EST 1976}
}

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