Donor–acceptor interactions in chemistry

Emmett, Liam; Prentice, Giles M.; Pantoş, G. Dan

doi:10.1039/c3oc90004e

Cited by 20 publications

(11 citation statements)

References 41 publications

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“…reviewed the progress in the study on donor -acceptor interactions discussing also interactions between organic molecules and graphene surface [15].…”

Section: Page 5 Of 15mentioning

confidence: 99%

New findings on the influence of carbon surface curvature on energetics of benzene adsorption from aqueous solutions

Wiśniewski¹,

Werengowska-Ciećwierz²,

Terzyk³

2015

Chemical Physics Letters

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“…reviewed the progress in the study on donor -acceptor interactions discussing also interactions between organic molecules and graphene surface [15].…”

Section: Page 5 Of 15mentioning

confidence: 99%

New findings on the influence of carbon surface curvature on energetics of benzene adsorption from aqueous solutions

Wiśniewski¹,

Werengowska-Ciećwierz²,

Terzyk³

2015

Chemical Physics Letters

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“…Depending on the structural and electronic properties of the D and A molecular modules, different types of noncovalent assemblies have been observed, each of them related to specific optoelectronic properties. In the condensed phase, like solid state or in liquid crystals, various supramolecular structures can be obtained: [10][11][12] a vertical alternating stacking with a two-dimensional (2D) checkerboard arrangement ( Fig. 1(a)), a homomolecular columnar arrangement patterned as a 2D checkerboard array ( Fig.…”

Section: Introductionmentioning

confidence: 99%

Two-dimensional core–shell donor–acceptor assemblies at metal–organic interfaces promoted by surface-mediated charge transfer

et al. 2016

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Organic charge transfer (CT) complexes obtained by combining molecular electron donors and acceptors have attracted much interest due to their potential applications in organic opto-electronic devices. In order to work, these systems must have an electronic matching - the highest occupied molecular orbital (HOMO) of the donor must couple with the lowest unoccupied molecular orbital (LUMO) of the acceptor - and a structural matching, so as to allow direct intermolecular CT. Here it is shown that, when molecules are adsorbed on a metal surface, novel molecular organizations driven by surface-mediated CT can appear that have no counterpart in condensed phase non-covalent assemblies of donor and acceptor molecules. By means of scanning tunneling microscopy and spectroscopy it is demonstrated that the electronic and self-assembly properties of an electron acceptor molecule can change dramatically in the presence of an additional molecular species with marked electron donor character, leading to the formation of unprecedented core-shell assemblies. DFT and classical force-field simulations reveal that this is a consequence of charge transfer from the donor to the acceptor molecules mediated by the metallic substrate.

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“…For instance, many MIMs have been synthesized using π-interaction-based template-directed synthesis and take advantage of this type of interaction for the controlled motion of one component in relation to the others . This associative interaction between aromatic components is stronger between electron-rich and electron-poor moietiesnamely, donor–acceptor (DA) π-interactions …”

Section: Introductionmentioning

confidence: 99%

“…12 This associative interaction between aromatic components is stronger between electron-rich and electronpoor moietiesnamely, donor−acceptor (DA) π-interactions. 15 Both biological and artificial molecular machines and motors require a source of energy to be driven away from their thermodynamic equilibrium, thus permitting an energetically favored modification to perform a specific task. 16 artificial molecular machines operate under nonequilibrium thermodynamics, 19 their design principles are still based on equilibrium parameters such as association constants (K a values) in solution.…”

Section: ■ Introductionmentioning

confidence: 99%

Viologen Tweezers to Probe the Force of Individual Donor–Acceptor π-Interactions

Sluysmans

Zhang

et al. 2020

J. Am. Chem. Soc.

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Donor−acceptor (DA) π-interactions are weak attractive forces that are exploited widely in molecular and supramolecular chemistry. They have been characterized extensively by ensemble techniques, providing values for their energies that are useful for the design of soft materials. For implementation of motions or operations based on these DA π-interactions in wholly synthetic molecular machines, the mechanical strength and force associated with their out-ofequilibrium performance are the key parameters, in addition to their energies obtained at thermodynamic equilibrium. In this context, we have used singlemolecule force spectroscopy as a nonequilibrium technique to determine the mechanical strength of individual DA π-interactions in solution. We designed and synthesized a molecular tweezer that is able to encapsulate π-donors and also demonstrated a precise opening extension. The mechanical breaking of the noncovalent interactions between viologen unitsπ-acceptors commonly employed in mechanically interlocked moleculesand several π-donors afforded a characteristic force−distance signature, revealing the opening of individual viologen tweezers with an unambiguous extension. Single-tweezer host-exchange experiments performed in situ demonstrated the sensitivity of the technique. This simple design could be exploited in quantifying the force of a large range of weak noncovalent bonding interactions as well as the potential work that molecular machines can generate at the single-molecule level.

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Donor–acceptor interactions in chemistry

Cited by 20 publications

References 41 publications

New findings on the influence of carbon surface curvature on energetics of benzene adsorption from aqueous solutions

New findings on the influence of carbon surface curvature on energetics of benzene adsorption from aqueous solutions

Two-dimensional core–shell donor–acceptor assemblies at metal–organic interfaces promoted by surface-mediated charge transfer

Viologen Tweezers to Probe the Force of Individual Donor–Acceptor π-Interactions

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