2021
DOI: 10.3390/molecules26123646
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The Synthesis of a Bis(thiosemicarbazone) Macrocyclic Ligand and the Mn(II), Co(II), Zn(II) and 68Ga(III) Complexes

Abstract: A 1,4,7,10-tetraazacyclododecane (cyclen) variant bearing two thiosemicarbazone pendant groups has been prepared. The ligand forms complexes with Mn2+, Co2+ and Zn2+. X-ray crystallography of the Mn2+, Co2+ and Zn2+ complexes showed that the ligand provides a six-coordinate environment for the metal ions. The Mn2+ and Zn2+ complexes exist in the solid state as racemic mixtures of the Δ(δ,δ,δ,δ)/Λ(λ,λ,λ,λ) and Δ(λ,λ,λ,λ)/Λ(δ,δ,δ,δ) diastereomers, and the Co2+ complex exists as the Δ(δ,δ,δ,δ)/Λ(λ,λ,λ,λ) and Δ(λ,… Show more

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Cited by 7 publications
(10 citation statements)
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“…The addition of cobalt (II) acetate in methanolic solution of tetraazacyclododecane (H 2 L) resulted into the formation of complex [Co (HL)] + , which was then precipitated as tetraphenylborate salt [Co (HL)](BPh 4 ) 11 (Figure 3), by adding NaBPh 4 . [ 137 ] The formation of complex cation was confirmed from the peak at m/z = 544.22 in mass spectrum. Two discrete diastereomeric units, [Co1(HL)] + and [Co2(HL) + , are crystallized in complex 11 and present as racemic mixture (Figure 2a and b).…”
Section: Complexes Of Bisthiosemicarbazonesmentioning
confidence: 98%
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“…The addition of cobalt (II) acetate in methanolic solution of tetraazacyclododecane (H 2 L) resulted into the formation of complex [Co (HL)] + , which was then precipitated as tetraphenylborate salt [Co (HL)](BPh 4 ) 11 (Figure 3), by adding NaBPh 4 . [ 137 ] The formation of complex cation was confirmed from the peak at m/z = 544.22 in mass spectrum. Two discrete diastereomeric units, [Co1(HL)] + and [Co2(HL) + , are crystallized in complex 11 and present as racemic mixture (Figure 2a and b).…”
Section: Complexes Of Bisthiosemicarbazonesmentioning
confidence: 98%
“…The condensation of thiosemicarbazide with cyclohexane‐1,2‐dione and (4,10‐Dimethyl‐1,4,7,10‐tetraazacyclododecane‐1,7‐diyl) bis (propan‐2‐one), respectively, yields bisthiosemi‐ carbazones with cyclohexane rings ( D1, D2 ) and macrocyclic rings ( D3 ) (Chart 16). [ 113,130,137 ]…”
Section: Types Of Bisthiosemicarbazonesmentioning
confidence: 99%
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“…13 Several bis(thiosemicarbazones) have also been investigated as delivery vehicles for radionuclides of copper, indium and gallium. 14–20 Radiolabelling with Cu 2+ occurs rapidly at room temperature and the complexes are stable (log K >17), neutral and membrane permeable. 21 Modification of the terminal groups on bis(thiosemicarbazones) has been shown to alter the biodistribution and cellular uptake of Cu 2+ bis(thiosemicarbazonato) complexes without changing the coordination environment.…”
Section: Introductionmentioning
confidence: 99%