Synthesis of carbon-11 radiolabelled transition metal complexes using <sup>11</sup>C-dithiocarbamates

Cesarec, Sara; Edgar, Fraser G.; Lai, Titan; Plisson, Christophe; White, Andrew J. P.; Miller, Philip W.

doi:10.1039/d2dt00266c

Cited by 4 publications

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“…It can now be readily obtained through the reaction of [ 11 C]CH 3 I with elemental sulfur and has been used to synthesize [ 11 C]thioureas, thiocarbamates and related structures. Cesarec et al recently published a procedure for the synthesis of late transition metal complexes with [ 11 C]dithiocarbamate ligands [ 81 ]. To this end, [ 11 C]carbon disulfide was reacted with diethyl amine or dibenzyl amine to form the respective ammonium [ 11 C]dithiocarbamate salt and subsequently reacted with Au(I), Au(III), Pd(II) or Pt(II) complexes to form the respective complexes in RCYs > 70% (see Scheme 15 ).…”

Section: Carbon-11 Methodologiesmentioning

confidence: 99%

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Recent Developments in Carbon-11 Chemistry and Applications for First-In-Human PET Studies

et al. 2023

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Positron emission tomography (PET) is a molecular imaging technique that makes use of radiolabelled molecules for in vivo evaluation. Carbon-11 is a frequently used radionuclide for the labelling of small molecule PET tracers and can be incorporated into organic molecules without changing their physicochemical properties. While the short half-life of carbon-11 (11C; t½ = 20.4 min) offers other advantages for imaging including multiple PET scans in the same subject on the same day, its use is limited to facilities that have an on-site cyclotron, and the radiochemical transformations are consequently more restrictive. Many researchers have embraced this challenge by discovering novel carbon-11 radiolabelling methodologies to broaden the synthetic versatility of this radionuclide. This review presents new carbon-11 building blocks and radiochemical transformations as well as PET tracers that have advanced to first-in-human studies over the past five years.

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Section: Carbon-11 Methodologiesmentioning

confidence: 99%

“… Synthesis of [ 11 C]carbon disulfide and formation of [ 11 C]dithiocarbamate transition metal complexes [ 81 ]. …”

Section: Figures Schemes and Tablementioning

confidence: 99%

Recent Developments in Carbon-11 Chemistry and Applications for First-In-Human PET Studies

et al. 2023

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Tailoring the Periphery Aliphatic Group of Cathode Organosulfide for Rechargeable High‐Performance All‐Solid‐State Lithium Battery

Chen,

Yang,

et al. 2024

Energy & Environ Materials

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Organic cathode materials exhibit higher energy storage capacity, their poor cyclability due to dissolution in liquid organic electrolytes remains a challenge. However, recently, the electrochemical behavior of organopolysulfides incorporating N‐heterocycles unveils promising cathode materials with stable cycling performance. Herein, the integration of organosulfides salt as cathodes with solid electrolytes, exemplified by sodium allyl(methyl)carbamodithioate and sodium diethylcarbamodithioate with a polymer solid electrolyte of polyethylene oxide and LiTFSI, addresses the poor electrochemical stability of organic electrodes. Comparative analysis highlights sodium allyl(methyl)carbamodithioate's superior electrochemical performance and stability compared with sodium diethylcarbamodithioate, emphasizing the efficacy of periphery aliphatic modification in enhancing electrode capacity, rate performance, and electrochemical stability for organosulfide materials within all‐solid‐state lithium organic batteries. We also explore the origin of periphery aliphatic modification in these enhancing electrochemical performances by kinetic analysis and thermodynamic analysis. Furthermore, employing density functional theory calculations and ex situ FTIR experiments elucidates the critical role of the N–C=S structure in the energy storage mechanism. This research advances organic cathode design within organosulfide materials, unlocking the potential of all‐solid‐state lithium organic batteries with enhanced cyclability, propelling the development of next‐generation energy storage systems.

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Exploring the syntheses, crystal structures and photophysical properties of new anthracene-tethered Ni(II) dithiocarbamates

Dat

Lau²,

Hoang³

et al. 2022

Inorganica Chimica Acta

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Synthesis of carbon-11 radiolabelled transition metal complexes using ¹¹C-dithiocarbamates

Abstract: A novel radiolabelling method exploiting 11C-dithiocarbamate ligands has been used to generate 11C-labelled Au(I), Au(III), Pd(II) and Pt(II) complexes in high radiochemical yields (71-99%). Labelled complexes were prepared in a...

Cited by 4 publications

References 41 publications

Recent Developments in Carbon-11 Chemistry and Applications for First-In-Human PET Studies

Recent Developments in Carbon-11 Chemistry and Applications for First-In-Human PET Studies

Tailoring the Periphery Aliphatic Group of Cathode Organosulfide for Rechargeable High‐Performance All‐Solid‐State Lithium Battery

Exploring the syntheses, crystal structures and photophysical properties of new anthracene-tethered Ni(II) dithiocarbamates

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Synthesis of carbon-11 radiolabelled transition metal complexes using 11C-dithiocarbamates

Abstract: A novel radiolabelling method exploiting 11C-dithiocarbamate ligands has been used to generate 11C-labelled Au(I), Au(III), Pd(II) and Pt(II) complexes in high radiochemical yields (71-99%). Labelled complexes were prepared in a...

Cited by 4 publications

References 41 publications

Recent Developments in Carbon-11 Chemistry and Applications for First-In-Human PET Studies

Recent Developments in Carbon-11 Chemistry and Applications for First-In-Human PET Studies

Tailoring the Periphery Aliphatic Group of Cathode Organosulfide for Rechargeable High‐Performance All‐Solid‐State Lithium Battery

Exploring the syntheses, crystal structures and photophysical properties of new anthracene-tethered Ni(II) dithiocarbamates

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Synthesis of carbon-11 radiolabelled transition metal complexes using ¹¹C-dithiocarbamates