776 K
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TitleMultiheteromacrocycles that Complex Metal Ions. Second Progress Report, 1 May 1975 -- 30 April 1976
Author(s)Cram, D. J.
Publication DateJanuary 15, 1976
Report NumberUCLA--34P218X2
Unique IdentifierACC0439
Other NumbersOSTI ID: 4086876
Research OrgUniversity of California at Los Angeles (CA). Department of Chemistry
Contract NoAT(04-3)-34; E(04-3)-34
Sponsoring OrgU.S. Energy Research and Development Administration (ERDA)
SubjectN40200 -- 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
Related Web PagesDonald J. Cram, Host-Guest Chemistry, Cram's Rule of Asymmetric Induction and Carceplexes
AbstractObjective 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)
776 K
24 pp.
 
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