Technetium radiopharmaceutical development. 2. Preparation, characterization, and synthetic utility of the oxotetrahalotechnetate(V) species TcOX4- (X = chloro, bromo, iodo)

Thomas, Rudy; Davison, Alan; Trop, Harvey S.; Deutsch, Edward

doi:10.1021/ic50211a073

Cited by 46 publications

(8 citation statements)

References 5 publications

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“…[19][20][21] H 2 L 1 and HL 2 were synthesized by standard procedures. [13,22,23] The syntheses of the [ReOCl(L 1 )] (1) and [ReOCl 2 (L 2 )(PPh 3 )] (2) complexes are described in previous papers.…”

Section: Methodsmentioning

confidence: 99%

Mixed‐Ligand Complexes of Technetium and Rhenium with Tridentate Benzamidines and Bidentate Benzoylthioureas

2009

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Mixed‐ligand complexes of technetium(V) or rhenium(V) containing tridentate N‐[(dialkylamino)(thiocarbonyl)]benzamidine (H2L1) and bidentate N,N‐dialkyl‐N′‐benzoylthiourea (HL2) ligands were formed in high yields when (NBu4)[MOCl4] (M = Tc or Re) or [ReOCl3(PPh3)2] was treated with mixtures of the proligands. Other approaches for the synthesis of the products are reactions of [MOCl(L1)] complexes with HL2 or compounds of the composition [ReOCl2(PPh3)(L2)] with H2L1. The resulting air‐stable [MO(L1)(L2)] complexes possess potential for the development of metal‐based radiopharmaceuticals. [TcO(L1)(L2)] complexes are readily reduced by PPh3 with formation of [Tc(L1)(L2)(PPh3)]. The resulting TcIII complexes undergo two almost‐reversible oxidation steps corresponding to one‐electron transfer processes.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

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Section: Methodsmentioning

confidence: 99%

Mixed‐Ligand Complexes of Technetium and Rhenium with Tridentate Benzamidines and Bidentate Benzoylthioureas

2009

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“…hydrochloric or hydrobromic acid at room temperature yields the oxotetrahalotechnetate(V) complexes [TcOCl 4 ]" and [TcOBr 4 which can be isolated as n-Bu 4 N + -or (Ph 3 P) 2 N + -salts [126][127][128], whereas n-Bu 4 N[TcOI 4 ] has been synthesized from the corresponding oxotetrachloride complex salt by ligand exchange reaction with Nal in acetone [129]. The [TcOCl 4 ion is to the first approximation square pyramidal [126].…”

Section: Halide Ligandsmentioning

confidence: 99%

The Present Status of Technetium Chemistry

Schwochau

1983

Radiochimica Acta

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Technetium is the lightest artificial radioelement. Traces of "Tc occur in the earth's crust, weighable amounts are formed in high yield by the fission of 2 3 5 U. The laboratory handling of "Tc needs no special radiation protection. The chemical behaviour and the complex chemistry of the transition element resemble closely those of the homologous element rhenium. Some uses of technetium are demonstrated.

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“…Caution: 99 Tc is a weak β-emitter (0.29 MeV; half-life 2.12 × 10 5 years) and 99m Tc is a γ-emitter (140 MeV; half-life 6.02 h); all reactions with technetium should be carried out in laboratories approved for the use of radioactivity. [N(Bu) 4 ][TcOCl 4 ] was prepared from NH 4 TcO 4 using published procedures . The substituted PnAO ligands were prepared by reacting 2-substituted 1,3-propanediamines with 3-bromo-3-methyl-2-butanone, followed by oximation as described elsewhere .…”

Section: Methodsmentioning

confidence: 99%

Technetium(V) Oxo Complexes of Substituted Propylene Diamine Dioxime (PnAO) Ligands: Water-Dependent Interconversion between Syn and Anti Isomers

Cyr¹,

Nowotnik²,

Pan³

et al. 2001

Inorg. Chem.

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99mTc and (99)Tc complexes of PnAO (propylene diamine dioxime) ligands monosubstituted in the 6-position [PnAO-6-R] were prepared and studied. Ligands substituted with an alkyl group or with no substituent (R = H, CH(3), or CH(2)CH(CH(3))(2)), gave only one Tc complex. However, for several other nonalkyl substituents (R = COOCH(3), OH, OCH(3), OCH(2)CH(3), F, CN, NHCOCH(3), and NHCOCH(2)CH(3)), two Tc complexes A and B were formed. Products A and B were assigned to the anti and syn TcO(PnAO-6-R) species, respectively, based on (1)H NMR results. X-ray structure analyses supported these assignments. The A (anti) isomer of TcO(PnAO-6-OH) had the chemical formula TcC(13)H(25)N(4)O(4) and crystallized in an orthorhombic system with space group P2(1)2(1)2(1) and Z = 4; a = 12.744(2) A, b = 13.591(2) A, c = 9.976(2) A. The B (syn) isomer of TcO(PnAO-6-CN) had the chemical formula TcC(14)H(24)N(5)O(3) and was a 1:4 mixture of two monoclinic polymorphs: individual rectangular prisms (space group P2(1)/c, Z = 4) and clusters of intergrown twinned rectangular rods (space group Cc, Z = 8). For the prisms, a = 12.457(1) A, b = 13.932(1) A, c = 10.336(1) A, and for the rods, a = 31.344(5) A, b = 6.993(1) A, c = 21.657(2) A. The syn and anti isomers interconverted in the presence of water; nonequilibrium mixtures of epimers remained unchanged under dry conditions. The HPLC behavior under reversed phase conditions was consistent with on-column interconversion (poor resolution), whereas the two isomers were cleanly resolved under drier normal phase conditions. An oxo inversion mechanism involving trans water attack is proposed for the interconversion process. Water also influenced the position of equilibrium of the two isomers. The syn isomer was stabilized in water relative to the anti isomer.

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Technetium radiopharmaceutical development. 2. Preparation, characterization, and synthetic utility of the oxotetrahalotechnetate(V) species TcOX4- (X = chloro, bromo, iodo)

Cited by 46 publications

References 5 publications

Mixed‐Ligand Complexes of Technetium and Rhenium with Tridentate Benzamidines and Bidentate Benzoylthioureas

Mixed‐Ligand Complexes of Technetium and Rhenium with Tridentate Benzamidines and Bidentate Benzoylthioureas

The Present Status of Technetium Chemistry

Technetium(V) Oxo Complexes of Substituted Propylene Diamine Dioxime (PnAO) Ligands: Water-Dependent Interconversion between Syn and Anti Isomers

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