Triaza-macrocyclic complexes of aluminium, gallium and indium halides: fast 18F and 19F incorporation via halide exchange under mild conditions in aqueous solution

Bhalla, Rajiv, Darby, Christine, Levason, William, Luthra, Sajinder K., McRobbie, Graeme, Reid, Gillian, Sanderson, George and Zhang, Wenjian (2014) Triaza-macrocyclic complexes of aluminium, gallium and indium halides: fast 18F and 19F incorporation via halide exchange under mild conditions in aqueous solution. Chemical Science, 5 1: 381-391. doi:10.1039/C3SC52104D

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Author Bhalla, Rajiv
Darby, Christine
Levason, William
Luthra, Sajinder K.
McRobbie, Graeme
Reid, Gillian
Sanderson, George
Zhang, Wenjian
Title Triaza-macrocyclic complexes of aluminium, gallium and indium halides: fast 18F and 19F incorporation via halide exchange under mild conditions in aqueous solution
Formatted title
Triaza-macrocyclic complexes of aluminium, gallium and indium halides: fast 18F and 19F incorporation via halide exchange under mild conditions in aqueous solution
Journal name Chemical Science   Check publisher's open access policy
ISSN 2041-6520
2041-6539
Publication date 2014-01-01
Year available 2013
Sub-type Article (original research)
DOI 10.1039/C3SC52104D
Open Access Status DOI
Volume 5
Issue 1
Start page 381
End page 391
Total pages 11
Place of publication Cambridge, United Kingdom
Publisher R S C Publications
Language eng
Formatted abstract
Rapid and complete fluorination of the complexes [MCl3(L)] (L = Me3-tacn, BzMe2-tacn, M = Al, Ga, In) occurs at room temperature via reaction of a MeCN solution of the complex with 3 mol equiv. of KF in water. The Ga and In complexes are also readily fluorinated using R4NF (R = Me or nBu) in MeCN solution, whereas no reaction occurs with the Al species under these conditions. The distorted octahedral fac-trifluoride coordination at M is confirmed in solution by multinuclear (19F, 27Al, 71Ga and 115In) NMR spectroscopic studies, leading to sharp resonances with 19F–71Ga and 19F–115In couplings evident. The [MF3(L)] are extremely stable in aqueous solution and at low pH; they crystallise as tetrahydrates, [MF3(Me3-tacn)]·4H2O, with extended H-bonding networks formed through both F⋯H–O and O⋯H–O contacts. [InF3(BzMe2-tacn)]·1.2H2O also shows intermolecular F⋯H–O hydrogen bonding contacts. The prospects for developing this coordination chemistry further to take advantage of the high metal–fluoride bond energies to enable rapid, late-stage fluorination of large macromolecules under mild conditions for PET imaging applications in nuclear medicine are discussed. This work also demonstrates that F-18 radiolabelling to form [F-18] [GaF3(BzMe2-tacn)] is effected readily at room temperature in aqueous MeCN over 30–60 min on addition of 2.99 mol equiv. of [19F]–KFaq and 0.4 mL [18F]–KFaq (100–500 MBq) to [GaCl3(BzMe2-tacn)] with ca. 30% incorporation.
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: Official 2014 Collection
Centre for Advanced Imaging Publications
 
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Created: Fri, 22 Nov 2013, 00:27:32 EST by Anna Cotroneo on behalf of Centre for Advanced Imaging