Optically active difunctionalized dioxocyclam macrocycles: ligands for nickel-catalyzed oxidation of alkenes

Wagler, Thomas R.; Fang, Yuan; Burrows, Cynthia J.

doi:10.1021/jo00268a019

Cited by 95 publications

(22 citation statements)

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“…Yamashita et al [34] reported the unusual mixed- 4 , has been reported by Toriumi et al [35]. In both mixed-valence complexes, the Cl bridging ligands are statistically disordered and all the Pd sites comprise 1/2Pd(II) + 1/2Pd(IV).…”

Section: Palladium-cyclam Complexesmentioning

confidence: 73%

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Configurations of metallocyclams and relevance to anti-HIV activity

Hunter

Paisey

Park

et al. 2004

Journal of Inorganic Biochemistry

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Section: Palladium-cyclam Complexesmentioning

confidence: 73%

“…The man-made ligand cyclam (1,4,8,11-tetraazacyclotetradecane, Fig. 1) is a 14-membered heterocycle and it, along with its derivatives, is of interest in diverse fields, such as catalysis, selective metal recovery, and therapy and diagnosis [1][2][3][4][5][6]. Macrocyclic amines form stable complexes with nearly all transition metal ions.…”

Section: Introductionmentioning

confidence: 99%

Configurations of metallocyclams and relevance to anti-HIV activity

Hunter

Paisey

Park

et al. 2004

Journal of Inorganic Biochemistry

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“…Divalent transition metal ion complexes of macrocyclic dioxotetraamines have shown some interesting properties and important biological functions: copper(II) complexes have been used to model superoxide dismutase (7); cobalt(II) complexes to model methane monooxygenase (8a); and to carry oxygen reversibly (8b, c); nickel(II) complexes to oxidize olefins to cyclic alkoxyl compounds (9,10) and to model methyl coenzyme-M-reductase (11). A novel application is the preparation of a chelating resin for copper based on the incorporation of a cyclic tetraazadione into a cross-linked polymer (12).…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, and Cu(II) solution chemistry of dioxotetraazamacrocycles

Motekaitis¹,

Sun²,

Martell³

et al. 1999

Can. J. Chem.

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The synthesis and characterization of four new dioxotetraazamacrocycles: 1,4,8, 1,4,7, 1,4,7, and 1,4,7, previously prepared macrocycles, are included in this study: 1,4,8,4,7,,13-dione. The protonation constants, stability constants with Cu 2+ ions, as well as electronic spectra of the di-deprotonated copper(II) complexes are also reported. These results are discussed in terms of the suitability of this new class of 62 Cu, 64 Cu, 67 Cu complexes in PET imaging or radiotherapeutic applications. The synthetic schemes outlined provide a study of the relative Cu 2+ behavior with a family of positional isomers of unsubstituted dioxotetraazamacrocycles.Résumé : On décrit la synthèse et la caractérisation de quatre nouveaux dioxotétraazamacrocycles: 1,4,8,11tétraazacyclotétradécane-3,9-dione; 1,4,7,10-tétraazacyclotridécane-2,9-dione; 1,4,7,10-tétraazacyclotridécane-3,8-dione et 1,4,7,10-tétraazacyclododécane-2,9-dione. Dans cette étude, on a inclus deux macrocycles apparentés, préparés antérieurement: 1,4,8,11-tétraazacyclotétradécane-5,7-dione et 1,4,7,10-tétraazacyclotridécane-11,13-dione. On a déterminé les constantes de protonation, les constantes de stabilité avec les ions Cu 2+ ainsi que les spectres électroniques des complexes diprotonés du cuivre(II). On discute de ces résultats en fonction de la possibilité d'utiliser cette nouvelle classe de complexes du 62 Cu, du 64 Cu et du 67 Cu dans l'imagerie PET ou dans des applications radiothérapeutiques. Les schémas de synthèse proposés permettent d'examiner le comportement relatif du Cu 2+ avec celui d'une famille d'isomères de position de dioxotétraazamacrocyles non substitués.

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“…Preparation of the Cationic Complexes Supported on Clays: A solu-L 1 , [12] L 4 ϪL 7 [18] and L 13 ϪL 14 [5] were prepared as described pretion of the complex was first prepared by stirring CuCl2•2H2O viously. L 8 , L 9 and L 10 were obtained by reaction of the N-hydroxy-(1 mmol) and the appropriate ligand (L 1 or L 3 , 1 mmol) in methsuccinimide esters of the N-Cbz protected amino acids with the anol (50 mL) for 45 min.…”

Section: Discussionmentioning

confidence: 99%