Synthesis of materials for molecular electronic applications

Grossel, Martin C.; Weston, Simon C.

doi:10.1039/co9940100367

Cited by 26 publications

(15 citation statements)

References 50 publications

(8 reference statements)

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“…We subsequently explored the solid-state behaviour of 18-crown-6 complexes of the K + , Rb + and Tl + salts of TCNQ •and that of (15-crown-5) 2 KTCNQ (4). 1, 17-19, 24, 25 In the present study, we report the solid-state behaviour of the 15-crown-5 complexes of Li and Na TCNQ (1)(2)(3)(4), and the effect of the presence of additional TCNQ 0 and water molecules on this.…”

Section: Introductionmentioning

confidence: 92%

“…7,7',8,8'-Tetracyano-p-quinodimethane (TCNQ) is a good one electron acceptor which forms stable radical-anion salts (M + TCNQ •-) with various metal, organometallic and organic cations. [1][2][3][4][5][6][7] In the solid-state, these salts often exhibit a range of electrical and magnetic properties, 8,9 which are associated with the organisation of the paramagnetic TCNQ •moieties within the crystal architecture. [10][11][12][13][14][15][16] In particular, the TCNQ •-units have a tendency to form face-to-face π-stacked dimers and infinite columns in the solid-state in which peripheral counter-cations are associated with the terminal cyano groups.…”

Section: Introductionmentioning

confidence: 99%

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Crown ether alkali metal TCNQ complexes revisited – the impact of smaller cation complexes on their solid-state architecture and properties

et al. 2019

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Section: Introductionmentioning

confidence: 92%

Section: Introductionmentioning

confidence: 99%

Crown ether alkali metal TCNQ complexes revisited – the impact of smaller cation complexes on their solid-state architecture and properties

et al. 2019

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“…1 This radical dimerization can be an annoyance when attempting to make ferromagnetic plastics, but is an attractive feature when using these radicals as building blocks for stimuli responsive materials, dynamic covalent assemblies, chemical sensors with optical or magnetic resonance contrast, or organic spin-crossover materials. [2][3][4][5][6][7][8][9][10] A wealth of literature on such meta-stable radical species shows that they form either weak sigma dimers or multi-centered pi dimers (pimers). 11,12 The radical-radical bond found in these pimers is fascinating for its unusual multicenter covalent bonding pattern that brings the atoms closer than the van der Waals radii but much longer than a conventional two-atom bond (>2.8 Å), while straddling the knife edge between van der Waals interactions and conventional chemical bonds in strength and properties.…”

Section: Introductionmentioning

confidence: 99%

Spin Delocalization, Polarization, and London Dispersion Forces Govern the Formation of Diradical Pimers

2020

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Some free radicals are stable enough to be isolated, but most are either unstable transient species or exist as metastable species in equilibrium with a dimeric form, usually a spin-paired sigma dimer or a pi dimer (pimer). To gain insight into the different modes of dimerization, we synthesized and evaluated a library of 15 aryl dicyanomethyl radicals in order to probe what structural and molecular parameters lead to σversus π-dimerization. We evaluated the divergent dimerization behavior by measuring the strength of each radical association by variable-temperature electron paramagnetic resonance spectroscopy, determining the mode of dimerization (σ-or π-dimer) by UV-vis spectroscopy and X-ray crystallography, and performing computational analysis. We evaluated three different hypotheses to explain the difference in the dimerization behavior: (1) that the dimerization behavior is dictated by radical spin densities; (2) that it is dictated by radical polarizability; (3) that it is dictated by London dispersion stabilization of the pimer. However, no single parameter model in itself was predictive. Two-parameter models incorporating either the computed degree of spin delocalization or the radical polarizability as well as computed estimates for the attractive London dispersion forces in the π-dimers lead to improved forecasts of σvs π-dimerization mode, and suggest that a balance of spin delocalization of the isolated radical as well as attractive forces between the stacked radicals, govern the formation of diradical pimers. Disciplines Disciplines Chemistry Comments Comments

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“…These potentials are attained by the change in the conformational state of the molecule. [ 52 ] The structure of the molecule is shown in Figure f. The presence of oxygen (O) atoms in the molecule helps in the reduction of the molecule owing to its high electronegativity.…”

Section: Resultsmentioning

confidence: 99%

Voltage Induced Molecular Motors Constitute the Smallest Self‐Assembled Molecular Electronic Counter

Dagar

Bera

Gandi

et al. 2020

Adv Materials Inter

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These transistors occupy limited space in the chip and as predicted by Gordon Moore the size of the transistors have shrunk to the extent that the number of these transistors in the chip has almost doubled roughly in every two years. [6] The shrinking size of the transistor leads to issues such as non-reliable performance of the devices, overheating due to extensive contact resistances, [7,8] and increase of leakage current [9] to name some of them. An alternate method to circumvent the problems is to follow the slow but efficient natural computing method, which is being followed by all the living organisms. The benefit is that the scale of computation is massive, but it is impossible to achieve this with the traditional methods. One of the closest approaches to the natural computing process is to use synthetic molecules which are primarily consisting of carbon atoms and replicate the physical phenomena by using a self-assembled structure where the molecules will be allowed to interact with each other till they reach the minimum energy configuration. Some of the well-known molecules which can be potentially used for this purpose are 2,3,5,6-Tetramethyl-1,4-benzoquinone (DRQ), Rose Bengal, DDQ. The common structural and functional attributes of these molecules are their redox behavior owing to the presence of some redox active groups, [10-12] which alleviate the impossibility of using these molecules for large scale computation. Moreover, these molecules have multiple conformational states [13] with each state having different conductance, which will be useful for assigning different logic states in a group of self-assembled molecules. So, achieving a self-assembled structure for these molecules, one needs the perfect condition for the molecules to come together. Usually, self-assembly is a process to minimize the surface energy of the system. [14] There are multiple reports of achieving selfassembly of organic molecules in a scanning tunneling microscope (STM), [15-21] but the application of these self-assembled structures is limited. [22-24] In a Ultra-High Vacuum (UHV) STM, single molecules have been observed routinely and are manipulated using various techniques. They have been studied as molecular motors by the application of an external stimulus such as electric field, [25,26] optical signal, [27-31] mechanical forces, [32-38] etc. One such exciting process is the change in An electronic counter is an integral component in an analog to digital (A/D) or digital to analog signal conversion circuit. The number of flip-flops (n) in these devices decides the quality of the conversion as the output is proportional to 2 n. Since each flip-flop is a combination of transistors, and each transistor occupies some space, there is a limitation in the quality of conversion. The smallest 4-bit asynchronous counter is built by using a self-assembled redox-active organic molecule 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), where each DDQ molecule is acting as an individual flip-flop which is the building block of a coun...

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Synthesis of materials for molecular electronic applications

Cited by 26 publications

References 50 publications

Crown ether alkali metal TCNQ complexes revisited – the impact of smaller cation complexes on their solid-state architecture and properties

Crown ether alkali metal TCNQ complexes revisited – the impact of smaller cation complexes on their solid-state architecture and properties

Spin Delocalization, Polarization, and London Dispersion Forces Govern the Formation of Diradical Pimers

Voltage Induced Molecular Motors Constitute the Smallest Self‐Assembled Molecular Electronic Counter

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