Trichloro(phenylimido)bis(triphenylphosphine)rhenium(V) dichloromethane (1/1), [ReCl3(C6H5N){P(C6H5)3}2].CH2Cl2

Forsellini, E.; Casellato, U.; Graziani, R.; Carletti, M.C.; Magon, L.

doi:10.1107/s0108270184009598

Cited by 22 publications

(16 citation statements)

References 4 publications

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“…A comparison with the non‐fluorinated phenylimidorhenium(V) complex [Re(NPh)Cl 3 (PPh 3 ) 2 ] confirms the findings for the previously discussed aniline complex, that the fluorination of the phenylimido ligands has no significant influence on the bond lengths and angles in the coordination sphere of the metal ions. Selected bond lengths and angles of [Re(NPhF)(NH 2 PhF)Cl 3 (PPh 3 )] and [Re(NPhF)Cl 3 (PPh 3 ) 2 ] are compared in Table .…”

Section: Resultssupporting

confidence: 83%

Reactions of [ReOCl₃(PPh₃)₂] with 4‐Fluoroaniline

Scholtysik

Jungfer

Hagenbach

et al. 2018

Zeitschrift anorg allge chemie

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The reaction of [ReOCl3(PPh3)2] with an equivalent amount of 4‐fluoroaniline gives the rhenium(V) complex [Re(NPhF)(NH2PhF)Cl3(PPh3)] as the major product, whereas from a reaction with an excess of the aniline the dinuclear compound [{Re(NPhF)(NH2PhF)Cl2(PPh3)}2O] was isolated. The addition of an excess of PPh3 to the [ReOCl3(PPh3)2]/4‐fluoroaniline reaction mixture gives [Re(NPhF)Cl3(PPh3)2] in good yields. The products were studied by NMR spectroscopy and X‐ray diffraction.

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Section: Resultssupporting

confidence: 83%

Reactions of [ReOCl₃(PPh₃)₂] with 4‐Fluoroaniline

Scholtysik

Jungfer

Hagenbach

et al. 2018

Zeitschrift anorg allge chemie

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“…The Re−N bond length of 1.721(4) Å and the nearly linear Re−N−C1 organoimido bond angle of 171.4(4)° are typical of multiple bonded rhenium(V) monoimido complexes (1.69−1.75 Å, 156−180°) . The Re−Cl and Re−P distances are similar to those reported for the closely related complex [Re(NPh)Cl 3 (PPh 3 ) 2 ] . The N -succinimidyl ester carbonyl group of 2 is situated remotely from the coordination environment of the metal and is not perturbed by it.…”

Section: Resultssupporting

confidence: 66%

Functionalized Rhenium(V) Organoimido Complexes as Potential Radiopharmaceuticals. 2. Synthesis, Structural Characterization, and Reactivity of N-Succinimidyl Ester Derivatives with Amines

Arterburn¹,

Rao²,

Goreham³

et al. 2000

Organometallics

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Organoimidorhenium(V) complexes were synthesized as potential labeling agents for biologically relevant organic amines using the preconjugate approach. The bistriphenylphosphine organoimidorhenium N-succinimidyl ester complex Cl 3 (PPh 3 ) 2 RedN-C 6 H 4 CO 2 N-(COCH 2 ) 2 (2) was synthesized and characterized by single-crystal X-ray analysis. Complex 2 was coupled in aqueous dimethylformamide solvent with a series of primary and secondary amines, amino acids, and a biotin-ethylenediamine derivative to give the corresponding amide complexes in good yields. These results demonstrate that the organoimido linkage is resistant toward hydrolysis and stable in the presence of more basic alkylamines. An unusual oxygen atom transfer reaction was observed between the byproduct N-hydroxysuccinimide and triphenylphosphine ligands when dichloromethane was used as solvent. 2 (4) were also synthesized from 2. These complexes were unaffected by N-hydroxysuccinimide, but were not suitable for labeling due to hydrolysis of the organoimido groups under the reaction conditions.

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“…14 Nevertheless, the Re-N distance in ReCl 2 (NH)(NHNH 2 )(PPh 3 ) 2 is long apparently due to strong trans influence of the hydrazido ligand. It might be noted that the Re-N distance in 7 is closer to that in the BCl 3 adduct Re(NBCl 3 )L 2 (1.672(3) Å) 10 than to those typical for organoimido-Re(V) complexes, e.g., Re(NPh)Cl 3 (PPh 3 ) 2 (1.726(6) Å), 15 which contain nitrogen-carbon covalent bonds. This Re-N bond distance may suggest the resonance structure RetN δ--H δ+ for 7.…”

Section: Resultsmentioning

confidence: 96%

Reactions of Nitridorhenium(V) and -Osmium(VI) Complexes with Acylating Agents

et al. 1999

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Interaction of Re(N)L(2) [L = N(PSPh(2))(2)] 1 with (CF(3)CO)(2)O or RCOCl afforded air-sensitive acylimido-Re(V) complexes trans-Re[NC(O)CF(3)](OCOCF(3))L(2) 2 or trans-Re[NC(O)R]ClL(2) (R = CCl(2)H 3, CClH(2) 4, CH(3) 5), respectively. Treatment of 1 with (CX(3)CO)(2)O followed by recrystallization from CH(2)Cl(2)/hexane in air led to the formation of the corresponding parent imido complexes trans-Re(NH)(OCOCX(3))L(2) (X = F 6, Cl 7). The structure of 7 has been characterized by X-ray crystallography. The Re-N, average Re-S, and Re-O distances are 1.664(3), 2.441, and 2.116(3) Å, respectively. Deprotonation of 6 or 7 with Et(3)N gave 1. Recrystallization of 3 from CH(2)Cl(2)/hexane in air resulted in oxo-imido exchange and the isolation of the oxo-Re(V) species trans-Re(O)ClL(2). Treatment of 1 with tosyl anhydride gave trans-Re(NH)(OTs)L(2) (OTs = tosyl) 8. Reaction of [n-Bu(4)N][OsNCl(4)] with KL afforded trans-Os(N)ClL(2) 9, which has been characterized by X-ray crystallography. The Os-N, Os-Cl, and average Os-S bond distances in 9 are 1.64(1), 2.577(4), and 2.429 Å, respectively. Treatment of 10 with (CF(3)CO)(2)O, Ag(CF(3)CO(2)), or CF(3)CO(2)H resulted in chloride substitution and the formation of trans-Os(N)(OCOCF(3))L(2) 10. The Os-N, Os-O, and average Os-S distances in 10 are 1.643(5), 2.271(4), and 2.419 Å, respectively. Treatment of 1 with [Ph(3)C]BF(4) resulted in the isolation of trans-Re(NCPh(3))(F)L(2) 11, presumably via the cationic tritylimido intermediate [Re(NCPh(3))L(2)](+). Reaction of 9 with [Ph(3)C]BF(4) led to chloride abstraction and the formation of five-coordinate [Os(N)L(2)]BF(4) 12. The Os-N and average Os-S distances in 12 are 1.646(5) and 2.364 Å, respectively.

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Trichloro(phenylimido)bis(triphenylphosphine)rhenium(V) dichloromethane (1/1), [ReCl3(C6H5N){P(C6H5)3}2].CH2Cl2

Cited by 22 publications

References 4 publications

Reactions of [ReOCl₃(PPh₃)₂] with 4‐Fluoroaniline

Reactions of [ReOCl₃(PPh₃)₂] with 4‐Fluoroaniline

Functionalized Rhenium(V) Organoimido Complexes as Potential Radiopharmaceuticals. 2. Synthesis, Structural Characterization, and Reactivity of N-Succinimidyl Ester Derivatives with Amines

Reactions of Nitridorhenium(V) and -Osmium(VI) Complexes with Acylating Agents

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Trichloro(phenylimido)bis(triphenylphosphine)rhenium(V) dichloromethane (1/1), [ReCl3(C6H5N){P(C6H5)3}2].CH2Cl2

Cited by 22 publications

References 4 publications

Reactions of [ReOCl3(PPh3)2] with 4‐Fluoroaniline

Reactions of [ReOCl3(PPh3)2] with 4‐Fluoroaniline

Functionalized Rhenium(V) Organoimido Complexes as Potential Radiopharmaceuticals. 2. Synthesis, Structural Characterization, and Reactivity of N-Succinimidyl Ester Derivatives with Amines

Reactions of Nitridorhenium(V) and -Osmium(VI) Complexes with Acylating Agents

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Reactions of [ReOCl₃(PPh₃)₂] with 4‐Fluoroaniline

Reactions of [ReOCl₃(PPh₃)₂] with 4‐Fluoroaniline