Synthesis and cytotoxicity of dinuclear complexes containing ruthenium(II) bipyridyl units linked by a bis(pyridylimine) ligand

Ursula McDonnell; Jessica M C A Kerchoffs; Rosa P M Castineiras; Matthew R. Hicks; Anna C G Hotze; Michael J. Hannon; Alison Rodger

doi:10.1039/b711080d

Synthesis and cytotoxicity of dinuclear complexes containing ruthenium(II) bipyridyl units linked by a bis(pyridylimine) ligand

Ursula McDonnell, Jessica M C A Kerchoffs, Rosa P M Castineiras, Matthew R. Hicks, Anna C G Hotze, Michael J. Hannon^*, Alison Rodger

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

33 Citations (Scopus)

Abstract

Enantiopure dinuclear ruthenium polypyridyl complexes of the form [Ru ₂(LL)₄L¹](PF₆)₄ (LL = 2,2′-bipyridine (bpy) or 1,10-phenanthroline (phen); L¹ = C₂₅H₂₀N₄ a bis(pyridylimine) ligand containing a diphenylmethane spacer) have been synthesized using the chiral building blocks cis-[Ru(bpy)₂(py)₂]²⁺ and cis-[Ru(phen) ₂(py)₂]²⁺. These dinuclear ruthenium complexes have been characterised using NMR, mass spectrometry, UV-visible absorbance, circular dichroism and linear dichroism. The compounds exhibit good photo and thermal stability. The extinction coefficient for the bpy complex at 478 nm is ε₄₇₈ = 15700 mol^-1 cm^-1 dm³ and for the phen complex is ε₄₇₈ = 24900 mol^-1 cm ^-1 dm³. Both complexes have their longest wavelength (metal to ligand charge transfer) transition predominantly x/y (short axis)-polarised while the transitions at shorter wavelength are a mixture of x/y and z-polarisations, similar to both the copper helicate and iron triple helicate studied previously. Cytotoxicity studies reveal that the compounds are dramatically less active against cancer cell lines than the recently reported supramolecular cylinders prepared from the same bis(pyridylimine) ligand.

Original language	English
Pages (from-to)	667-675
Number of pages	9
Journal	Dalton Transactions
Issue number	5
DOIs	https://doi.org/10.1039/b711080d
Publication status	Published - 2008
Externally published	Yes

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@article{a64dcf16c9b643fa9d366fb094e926a8,

title = "Synthesis and cytotoxicity of dinuclear complexes containing ruthenium(II) bipyridyl units linked by a bis(pyridylimine) ligand",

abstract = "Enantiopure dinuclear ruthenium polypyridyl complexes of the form [Ru 2(LL)4L1](PF6)4 (LL = 2,2′-bipyridine (bpy) or 1,10-phenanthroline (phen); L1 = C25H20N4 a bis(pyridylimine) ligand containing a diphenylmethane spacer) have been synthesized using the chiral building blocks cis-[Ru(bpy)2(py)2]2+ and cis-[Ru(phen) 2(py)2]2+. These dinuclear ruthenium complexes have been characterised using NMR, mass spectrometry, UV-visible absorbance, circular dichroism and linear dichroism. The compounds exhibit good photo and thermal stability. The extinction coefficient for the bpy complex at 478 nm is ε478 = 15700 mol-1 cm-1 dm3 and for the phen complex is ε478 = 24900 mol-1 cm -1 dm3. Both complexes have their longest wavelength (metal to ligand charge transfer) transition predominantly x/y (short axis)-polarised while the transitions at shorter wavelength are a mixture of x/y and z-polarisations, similar to both the copper helicate and iron triple helicate studied previously. Cytotoxicity studies reveal that the compounds are dramatically less active against cancer cell lines than the recently reported supramolecular cylinders prepared from the same bis(pyridylimine) ligand.",

author = "Ursula McDonnell and Kerchoffs, {Jessica M C A} and Castineiras, {Rosa P M} and Hicks, {Matthew R.} and Hotze, {Anna C G} and Hannon, {Michael J.} and Alison Rodger",

year = "2008",

doi = "10.1039/b711080d",

language = "English",

pages = "667--675",

journal = "Dalton Transactions",

issn = "1477-9226",

publisher = "Royal Society of Chemistry",

number = "5",

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T1 - Synthesis and cytotoxicity of dinuclear complexes containing ruthenium(II) bipyridyl units linked by a bis(pyridylimine) ligand

AU - McDonnell, Ursula

AU - Kerchoffs, Jessica M C A

AU - Castineiras, Rosa P M

AU - Hicks, Matthew R.

AU - Hotze, Anna C G

AU - Hannon, Michael J.

AU - Rodger, Alison

PY - 2008

Y1 - 2008

N2 - Enantiopure dinuclear ruthenium polypyridyl complexes of the form [Ru 2(LL)4L1](PF6)4 (LL = 2,2′-bipyridine (bpy) or 1,10-phenanthroline (phen); L1 = C25H20N4 a bis(pyridylimine) ligand containing a diphenylmethane spacer) have been synthesized using the chiral building blocks cis-[Ru(bpy)2(py)2]2+ and cis-[Ru(phen) 2(py)2]2+. These dinuclear ruthenium complexes have been characterised using NMR, mass spectrometry, UV-visible absorbance, circular dichroism and linear dichroism. The compounds exhibit good photo and thermal stability. The extinction coefficient for the bpy complex at 478 nm is ε478 = 15700 mol-1 cm-1 dm3 and for the phen complex is ε478 = 24900 mol-1 cm -1 dm3. Both complexes have their longest wavelength (metal to ligand charge transfer) transition predominantly x/y (short axis)-polarised while the transitions at shorter wavelength are a mixture of x/y and z-polarisations, similar to both the copper helicate and iron triple helicate studied previously. Cytotoxicity studies reveal that the compounds are dramatically less active against cancer cell lines than the recently reported supramolecular cylinders prepared from the same bis(pyridylimine) ligand.

AB - Enantiopure dinuclear ruthenium polypyridyl complexes of the form [Ru 2(LL)4L1](PF6)4 (LL = 2,2′-bipyridine (bpy) or 1,10-phenanthroline (phen); L1 = C25H20N4 a bis(pyridylimine) ligand containing a diphenylmethane spacer) have been synthesized using the chiral building blocks cis-[Ru(bpy)2(py)2]2+ and cis-[Ru(phen) 2(py)2]2+. These dinuclear ruthenium complexes have been characterised using NMR, mass spectrometry, UV-visible absorbance, circular dichroism and linear dichroism. The compounds exhibit good photo and thermal stability. The extinction coefficient for the bpy complex at 478 nm is ε478 = 15700 mol-1 cm-1 dm3 and for the phen complex is ε478 = 24900 mol-1 cm -1 dm3. Both complexes have their longest wavelength (metal to ligand charge transfer) transition predominantly x/y (short axis)-polarised while the transitions at shorter wavelength are a mixture of x/y and z-polarisations, similar to both the copper helicate and iron triple helicate studied previously. Cytotoxicity studies reveal that the compounds are dramatically less active against cancer cell lines than the recently reported supramolecular cylinders prepared from the same bis(pyridylimine) ligand.

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U2 - 10.1039/b711080d

DO - 10.1039/b711080d

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SN - 1477-9226

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JO - Dalton Transactions

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IS - 5

ER -

Synthesis and cytotoxicity of dinuclear complexes containing ruthenium(II) bipyridyl units linked by a bis(pyridylimine) ligand

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