Specific sequestering agents for the actinides. I. N,N',N'',N'''-tetra(2,3-dihydroxybenzoyl)tetraazacyclotetra- and -hexadecanes

Journal Article · Wed Feb 15 04:00:00 EST 1978 · J. Am. Chem. Soc.; (United States)

DOI:https://doi.org/10.1021/ja00472a022· OSTI ID:5119912

Weitl, F L; Raymond, K N; Smith, W L; Howard, T R

A new synthetic procedure is presented for the 2,3-dihydroxybenzamidation of azaalkanes. Four equivalents of 2,3-dioxomethylene (or 2,3-dimethoxybenzoyl chloride) reacted with 1,4,8,11-tetraazacyclotetradecane or 1,5,9,13-tetraazacyclohexadecane to produce the corresponding cyclotetraamides. Subsequent treatment with either BBr/sub 3/ or BCl/sub 3/ in CH/sub 2/Cl/sub 2/ solution gave the desired N,N', N'',N'''-tetra(2,3-dihydroxybenzoyl)tetraazacyclotetradecane (I) or -hexadecane (II). The latter two compounds are the first products of a new biomimetic design concept for the preparation of selective actinide-ion sequestering agents. Preliminary data indicate that the formation constant for Pu(IV) with deprotonated I is greater than 10/sup 52/.

• Research Organization: Univ. of California, Berkeley
• OSTI ID: 5119912
• Journal Information: J. Am. Chem. Soc.; (United States), Journal Name: J. Am. Chem. Soc.; (United States) Vol. 100:4; ISSN JACSA
• Country of Publication: United States
• Language: English

Related Subjects

38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY
400702* -- Radiochemistry & Nuclear Chemistry-- Properties of Radioactive Materials
ACTINIDE COMPLEXES
ACTINIDES
AMIDES
AZO COMPOUNDS
CHEMICAL PREPARATION
CHEMICAL REACTIONS
COMPLEXES
ELEMENTS
HYDROXY COMPOUNDS
METALS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
SYNTHESIS