Determination of the electronic properties of carboranes, carborane anions, and metallocarboranes from fluorine-19 nuclear magnetic resonance studies

Adler, Robert; Hawthorne, M. Frederick

doi:10.1021/ja00724a012

Cited by 38 publications

(5 citation statements)

References 5 publications

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“…Thus in 3a, there is a signicant stabilization of the 9-borauorene-like HOMO−1 due to the strong -I inductive effect of the o-carborane. 69,70 This inductive effect is known to stabilize connected 3coordinate boranes and adjacent p-systems. 66,[90][91][92][93] This stabilization can also be observed for the LUMO and LUMO+1, but is weaker for the biphenyl HOMO due to its unfavorable out of plane rotation.…”

Section: And Esi †)mentioning

confidence: 99%

“…68 It is well-known that C-bound ortho-1,2-C 2 B 10 H 11 exerts a strong inductive electron withdrawing effect. 69,70 A focus on boron centers and how they interact with a proximal substituent has been prevalent in the literature starting from classical triaryl boranes and their use as bidentate Lewis acid initiators in olen polymerization chemistry. [71][72][73][74] In this pursuit, a peruorinated bis-9-borauorene (VII) further increased the Lewis acidity.…”

Section: Introductionmentioning

confidence: 99%

“…68 It is well-known that C-bound ortho -1,2-C 2 B 10 H 11 exerts a strong inductive electron withdrawing effect. 69,70…”

Section: Introductionmentioning

confidence: 99%

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Backbone-controlled LUMO energy induces intramolecular C–H activation inortho-bis-9-borafluorene-substituted phenyl ando-carboranyl compounds leading to novel 9,10-diboraanthracene derivatives

et al. 2022

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Section: And Esi †)mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Backbone-controlled LUMO energy induces intramolecular C–H activation inortho-bis-9-borafluorene-substituted phenyl ando-carboranyl compounds leading to novel 9,10-diboraanthracene derivatives

et al. 2022

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“…It is based on the presence of two adjacent CH vertices, which introduces localized regions of reduction negative charge [75]. The resulting inter-ligand interaction leads to two configurations.…”

Section: Solution Phase Molecular Rotorsmentioning

confidence: 99%

“…The interconversion of the geometries of Ni(III) and Ni(IV) controlled by the change of the nickel oxidation state provides the basis for the controlled, rotational, oscillatory motion, and can be achieved electrochemically by redox reactions or photochemically. It is based on the presence of two adjacent CH vertices, which introduces localized regions of reduction negative charge [ 75 ]. The resulting inter-ligand interaction leads to two configurations.…”

Section: Solution Phase Molecular Rotorsmentioning

confidence: 99%

Molecular Rotors as Switches

Xue

Wang

2012

Sensors

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The use of a functional molecular unit acting as a state variable provides an attractive alternative for the next generations of nanoscale electronics. It may help overcome the limits of conventional MOSFETd due to their potential scalability, low-cost, low variability, and highly integratable characteristics as well as the capability to exploit bottom-up self-assembly processes. This bottom-up construction and the operation of nanoscale machines/devices, in which the molecular motion can be controlled to perform functions, have been studied for their functionalities. Being triggered by external stimuli such as light, electricity or chemical reagents, these devices have shown various functions including those of diodes, rectifiers, memories, resonant tunnel junctions and single settable molecular switches that can be electronically configured for logic gates. Molecule-specific electronic switching has also been reported for several of these device structures, including nanopores containing oligo(phenylene ethynylene) monolayers, and planar junctions incorporating rotaxane and catenane monolayers for the construction and operation of complex molecular machines. A specific electrically driven surface mounted molecular rotor is described in detail in this review. The rotor is comprised of a monolayer of redox-active ligated copper compounds sandwiched between a gold electrode and a highly-doped P+ Si. This electrically driven sandwich-type monolayer molecular rotor device showed an on/off ratio of approximately 104, a read window of about 2.5 V, and a retention time of greater than 104 s. The rotation speed of this type of molecular rotor has been reported to be in the picosecond timescale, which provides a potential of high switching speed applications. Current-voltage spectroscopy (I-V) revealed a temperature-dependent negative differential resistance (NDR) associated with the device. The analysis of the device I–V characteristics suggests the source of the observed switching effects to be the result of the redox-induced ligand rotation around the copper metal center and this attribution of switching is consistent with the observed temperature dependence of the switching behavior as well as the proposed energy diagram of the device. The observed resistance switching shows the potential for future non-volatile memories and logic devices applications. This review will discuss the progress and provide a perspective of molecular motion for nanoelectronics and other applications.

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ChemInform Abstract: BESTIMMUNG DER ELEKTRONISCHEN EIGENSCHAFTEN VON CARBORANEN, CARBORAN‐ANIONEN UND METALLOCARBORANEN DURCH (19)F‐NMR

Adler¹,

Hawthorne²

1970

Chemischer Informationsdienst. Organische Chemie

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Determination of the electronic properties of carboranes, carborane anions, and metallocarboranes from fluorine-19 nuclear magnetic resonance studies

Cited by 38 publications

References 5 publications

Backbone-controlled LUMO energy induces intramolecular C–H activation inortho-bis-9-borafluorene-substituted phenyl ando-carboranyl compounds leading to novel 9,10-diboraanthracene derivatives

Backbone-controlled LUMO energy induces intramolecular C–H activation inortho-bis-9-borafluorene-substituted phenyl ando-carboranyl compounds leading to novel 9,10-diboraanthracene derivatives

Molecular Rotors as Switches

ChemInform Abstract: BESTIMMUNG DER ELEKTRONISCHEN EIGENSCHAFTEN VON CARBORANEN, CARBORAN‐ANIONEN UND METALLOCARBORANEN DURCH (19)F‐NMR

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