Strongly basic macrocyclic triamines, 1,5,9-triazacyclododecanes for solvent extraction of gold(I) cyanide

Choi, Heung‐Jin; Bae, Yoon-Kyung; Kang, Seok-Chan; Park, Yeon Sil; Park, Chong-Yun; Kim, Woong-Il; Bell, Thomas W.

doi:10.1016/s0040-4039(02)02322-5

Cited by 11 publications

(9 citation statements)

References 18 publications

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“…To increase hydrophobicity compound (14) was transformed into mono-(15), di-(16) and tri-(17) N-dodecyl derivatives. [32] Alkylation of triamine (14) with excess n-dodecyl iodide in DMF in the presence of NaHCO 3 proceeds with the formation of disubstituted compound (16). Selective alkylation of two out of three equivalent nitrogen atoms of compound (14) may be explained by high proton affinity of the ring.…”

Section: Functionalisation Of Macrocycles With Preservation Of Their mentioning

confidence: 99%

“…UV spectrum, fluorescence, thermal stability, volatility, etc.). Particularly, 1,4,7,10-tetraazacyclodecane (cyclen) (31) from bis(2-aminoethyl)amine (22) [36,37] and 1,4,8,11-tetraazacyclotetradecane (cyclame) (32) [38] are used as ligands for selective binding of metal ions into very stable complexes (Scheme 7).…”

Section: Functionalisation Of Macrocycles With Preservation Of Their mentioning

confidence: 99%

“…Tetraphenylsulfonyl- (34) and optically pure tetraphenylsulfenyl-(35) substituted with cycles used for complexation with Cu 2+ and Eu 2+ ions are accordingly obtained by the interaction of unsubstituted cyclam (32) and a slight excess of phenyl vinyl sulfone (36) and (R)-р-tolyl vinyl sulfoxide (37) under aza-Michael reaction conditions (Scheme 8). [39] Tetra-N-substituted cyclen with carbamide side chains (38) are readily obtained by treatment with butyl isocyanate (4 equiv) of unsubstituted cyclen (31) (Scheme 9).…”

Section: Functionalisation Of Macrocycles With Preservation Of Their mentioning

confidence: 99%

“…[3] It proposes direct functionalisation for symmetric azacrown ethers, to which cyclen (31) and cyclam (32) are referred. Selective monoalkylation of tetraazacycloalkanes assumes the use of a large excess of macrocycles (5-10 equiv of cyclam (32) and 1.5-3 equiv of cyclen (31)) in relation to electrophiles (appropriate halocarboxylic acids) in the presence of LiOH in polar solvents (DMF, toluene, ethanol, acetonitrile or chloroform) and leads to monosubstituted cyclens (40a-c) and cyclames (41a-e) with yields up to 80 % (Scheme 11).…”

Section: Functionalisation Of Macrocycles With Preservation Of Their mentioning

confidence: 99%

See 3 more Smart Citations

Functionalisation of Macroheterocycles with Preserving and Changing Their Sizes

Ishmuratov¹,

Yakovleva²,

Выдрина³

et al. 2017

MHC

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Section: Functionalisation Of Macrocycles With Preservation Of Their mentioning

confidence: 99%

Section: Functionalisation Of Macrocycles With Preservation Of Their mentioning

confidence: 99%

Section: Functionalisation Of Macrocycles With Preservation Of Their mentioning

confidence: 99%

Section: Functionalisation Of Macrocycles With Preservation Of Their mentioning

confidence: 99%

See 2 more Smart Citations

Functionalisation of Macroheterocycles with Preserving and Changing Their Sizes

Ishmuratov¹,

Yakovleva²,

Выдрина³

et al. 2017

MHC

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“…During the past decades, there has been a renewed interest in solvent extraction of gold from alkaline solution, and some progress has been made not only in potential applications but also theoretical studies [6][7][8][9][10]. In summary, only a few applicable systems were suitable to extract gold directly from alkaline cyanide solutions, including amines, modified amines, guanidine, substituted guanidine, sulfoxide category materials as well as crown ethers [11][12][13][14][15][16].…”

Section: Introductionmentioning

confidence: 99%

Solvent Extraction of Gold(I) from Alkaline Cyanide Solution with Synthesized Sulfoxide MSO under Assistance of TBP

Pan

Guo-bang

2012

SERDJ

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In this work the extraction performances of gold(I) from alkaline solution using a synthesized sulfoxide MSO with assistance of TBP and n-octanol were investigated in details. Several extraction parameters were studied. The results indicated that effective extraction of gold could be realized with increasing MSO concentration at a constant TBP concentration and a fixed phase ratio. TBP exhibited poor extraction for gold without MSO from alkaline cyanide solution, but it could facilitate MSO to transfer gold(I) even with a lower concentration of MSO. N-octanol had no extracting ability for gold(I) , but effectively assisted MSO to extract gold(I). Using an organic phase containing 0.7 mol·L -1 of MSO, 30% (v/v) TBP and 20% (v/v) n-octanol, the percentage extraction of gold reached 98.6%, and the fast extraction reaction equilibrium could be established within 2 min. The stripping behaviors of gold-laden organic phase were carried out using sodium thiosulfate (Na 2 S 2 O 3 ) solution. The percentage stripping of gold reached 92.6% when Na 2 S 2 O 3 concentration was 30 g·L -1. Gold(I) could be extracted directly from alkaline cyanide solution efficiently using an organic phase composed of MSO, TBP and n-octanol, and efficiently stripped by Na 2 S 2 O 3 aqueous solution. Further study may fulfill its potential application in the extraction and separation of gold.

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An Efficient Route for the Synthesis of New Analogues of Polyaminocarboxylic Acid Incorporating O, N, and S Atoms

et al. 2004

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We have synthesised three rigid polycarboxylated hexadentate ligands that differ only in the nature of their heteroatom, either oxygen (1), nitrogen (2), or sulfur (3). These compounds were obtained in four or five steps from substituted orthoanilines after protection/deprotection sequences. An aromatic backbone was chosen to stiffen the structure of the ligands and, thus, facilitate complexation (preorganization concept). A preliminary chelation test revealed a marked selectivity of the nitrogen‐containing ligand for indium‐111. In accordance with the hard and soft acid and base (HSAB) theory, the choice of ligand should result in notable differences in behaviour during complexation and, thus, augment selectivity with regard to the metal. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

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Strongly basic macrocyclic triamines, 1,5,9-triazacyclododecanes for solvent extraction of gold(I) cyanide

Cited by 11 publications

References 18 publications

Functionalisation of Macroheterocycles with Preserving and Changing Their Sizes

Functionalisation of Macroheterocycles with Preserving and Changing Their Sizes

Solvent Extraction of Gold(I) from Alkaline Cyanide Solution with Synthesized Sulfoxide MSO under Assistance of TBP

An Efficient Route for the Synthesis of New Analogues of Polyaminocarboxylic Acid Incorporating O, N, and S Atoms

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