Derivatives of luminescent metal–polypyridyl complexes with pendant adenine or thymine groups: building blocks for supramolecular assemblies based on hydrogen bonding

White, Claire; Gonzalez, Monica Fernandez; Bardwell, David A.; Rees, Leigh H.; Jeffery, John C.; Ward, Michael D.; Armaroli, Nicola; Calogero, Giuseppe; Barigelletti, Francesco

doi:10.1039/a607013b

Cited by 30 publications

(13 citation statements)

References 59 publications

(29 reference statements)

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“…In fact a monoexponential decay, (τ )150 ns) was observed that, as already discussed, corresponds to the value of the free ruthenium component 5 (see Table 1). In the presence of scandium ions under identical experimental conditions the formation of assemblies (16)(17)(18)(19), see Scheme 4) can occur, and a dyad is formed. Such assembly formation can be followed spectroscopically since in 16 and 17 a decrease in the emission intensity of the Ru-based component should be expected on the basis of a thermodynamically allowed photoinduced electron transfer from the donor to the ruthenium component (Scheme 7).…”

Section: Ru-sc-anmentioning

confidence: 98%

Photoinduced Energy- and Electron-Transfer Processes within Dynamic Self-assembled Donor−Acceptor Arrays

et al. 2002

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The synthesis and the photophysical properties of a series of noncovalently assembled donor-acceptor systems, dyads, is reported. The presented approach uses an "innocent" coordination compound, a scandium(III) acetyl acetonate derivative, as core and promotor of the dyad formation. Intercomponent photoinduced energy transfer or electron transfer within the dynamic assembly, which yields to a statistical library of donor-acceptor systems, is reported. The assemblies for energy-transfer processes are constituted by an energy donor, Ru(bpy)(3)(2+)-based component (bpy = 2,2'-bipyridine), and by an energy-acceptor moiety, anthracene-based unit, both substituted with a chelating ligand, acetyl acetone, that via coordination with a scandium ion will ensure the formation of the dyad. If N,N,N'N'-tetramethyl-2,5-diaminobenzyl-substituted acetyl acetonate ligands are used in the place of 9-acyl-anthracene, intramolecular photoinduced electron transfer from the amino derivative (electron donor) to the Ru(bpy)(3)(2+)-unit was detected upon self-assembly, mediated by the scandium complex. The photophysical processes can be studied on the lifetime of the kinetically labile complexes.

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Section: Ru-sc-anmentioning

confidence: 98%

Photoinduced Energy- and Electron-Transfer Processes within Dynamic Self-assembled Donor−Acceptor Arrays

et al. 2002

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“…13 If nuclear base substituted bipyridine ligands are employed structurally highly organized architectures can be obtained by suitable interaction of the heterocyclic moieties. 29 In contrast to complex 2 the closely related…”

Section: Mononuclear Complexes 1-4 and Their Supramolecular Aspectsmentioning

confidence: 99%

Bis(R-bipyridyl)ruthenium bibenzimidazole complexes (R = H, Me or But ): supramolecular arrangement via hydrogen bonds, photo- and electro-chemical properties and reactivity towards carbon dioxide

Rau

Rüben

Büttner

et al. 2000

J. Chem. Soc., Dalton Trans.

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“…5 Although hydrogen bonding is widely used to promote self-assembly processes and to assist molecular recognition with organic compounds, 6 the association of metal complexes in the same way has received much less attention. 7,8 Here we report on the association of ruthenium(ii)-and osmium(ii)-polypyridine units 3 driven by a triple hydrogen bond, and which results in photoinduced Ru II ? Os II energy transfer across the hydrogen-bonded bridge.…”

mentioning

confidence: 94%

Electronic energy transfer between ruthenium(II) and osmium(II) polypyridyl luminophores in a hydrogen-bonded supramolecular assembly

Barigelletti¹,

Calogero²,

Flamigni³

et al. 1997

Chem. Commun.

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Complexes Ru-C and Os-G are derivatives of [Ru(bipy) 3 ] 2+ and [Os(bipy) 3 ] 2+ bearing peripheral cytosine (C) or guanine (G) nucleobases respectively; in CH 2 Cl 2 these undergo association (K A > 5000 dm 23 mol 21 ) by hydrogen bonding between the complementary C/G groups, and Ru ? Os photoinduced energy-transfer occurs within Ru-C•••G-Os associated pair.Many complexes are now known which display inter-component photoinduced energy transfer. [1][2][3] The study of such compounds is of fundamental interest both in relation to the mechanism of photosynthesis in nature, 2 and to recent efforts to prepare artificial molecular-scale electronic devices. 3 In virtually all cases the interacting components are covalently linked by a suitable bridging group, as this allows control of the intercomponent separation, orientation, and the nature of the pathway between them through which the interaction can occur.More recently supramolecular complexes have been prepared in which interacting components are associated by non-covalent interactions, in particular hydrogen bonding, 4 and photoinduced energy-transfer has been observed between metalloporphyrins and hydrogen-bonded organic fragments. 5 Although hydrogen bonding is widely used to promote self-assembly processes and to assist molecular recognition with organic compounds, 6 the association of metal complexes in the same way has received much less attention. 7,8 Here we report on the association of ruthenium(ii)-and osmium(ii)-polypyridine units 3 driven by a triple hydrogen bond, and which results in photoinduced Ru II ? Os II energy transfer across the hydrogen-bonded bridge. This was accomplished using metal complex components functionalised with the nucleotide bases cytosine (C) and guanine (G); the C/G pair gives Watson-Crick three-point hydrogen-bonding association with high constants (ca. 10 4 dm 3 mol 21 ) in low polarity solvents. 9 The ligands bpy-C and bpy-G (Scheme 1) were prepared by alkylation of 5-bromomethyl-2,2A-bipyridine directly with cytosine at position N 1 to give bpy-C, or with 2-amino-6-chloropurine at position N 9 followed by acid hydrolysis to give bpy-G. 10 † Reaction of these with [M(Bu t 2 bpy) 2 Cl 2 ] [M = Ru, Os; Bu t 2 bpy = 4,4A-di(tert-butyl)-2,2A-bipyridine] 8 afforded [Ru-(Bu t 2 bpy) 2 (bpy-C)][PF 6 ] 2 (Ru-C) and [Os(Bu t 2 bpy) 2 (bpy-G)][PF 6 ] 2 (Os-G). ‡ The use of Bu t 2 bpy ancillary ligands

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Derivatives of luminescent metal–polypyridyl complexes with pendant adenine or thymine groups: building blocks for supramolecular assemblies based on hydrogen bonding

Cited by 30 publications

References 59 publications

Photoinduced Energy- and Electron-Transfer Processes within Dynamic Self-assembled Donor−Acceptor Arrays

Photoinduced Energy- and Electron-Transfer Processes within Dynamic Self-assembled Donor−Acceptor Arrays

Bis(R-bipyridyl)ruthenium bibenzimidazole complexes (R = H, Me or But ): supramolecular arrangement via hydrogen bonds, photo- and electro-chemical properties and reactivity towards carbon dioxide

Electronic energy transfer between ruthenium(II) and osmium(II) polypyridyl luminophores in a hydrogen-bonded supramolecular assembly

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