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Effect of Ring Strain on the Charge Transport of aRobust Norbornadiene – Quadricyclane-Based Molecular Photoswitch

View Article: PubMed Central - PubMed

ABSTRACT

Integratingfunctional molecules into single-molecule devices isa key step toward the realization of future computing machines basedon the smallest possible components. In this context, photoswitchingmolecules that can make a transition between high and low conductivityin response to light are attractive candidates. Here we present thesynthesis and conductance properties of a new type of robust molecularphotothermal switch based on the norbornadiene (NB)–quadricyclane(QC) system. The transport through the molecule in the ON state isdominated by a pathway through the π-conjugated system, whichis no longer available when the system is switched to the OFF state.Interestingly, in the OFF state we find that the same pathway contributesonly 12% to the transport properties. We attribute this observationto the strained tetrahedral geometry of the QC. These results challengethe prevailing assumption that current will simply flow through theshortest through-bond path in a molecule.

No MeSH data available.


Photochemical Isomerization of theNorbornadiene Form (NB-1) to the Quadricyclane Form (QC-2) and the Thermal Relaxation
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sch1: Photochemical Isomerization of theNorbornadiene Form (NB-1) to the Quadricyclane Form (QC-2) and the Thermal Relaxation


Effect of Ring Strain on the Charge Transport of aRobust Norbornadiene – Quadricyclane-Based Molecular Photoswitch
Photochemical Isomerization of theNorbornadiene Form (NB-1) to the Quadricyclane Form (QC-2) and the Thermal Relaxation
© Copyright Policy
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC5385524&req=5

sch1: Photochemical Isomerization of theNorbornadiene Form (NB-1) to the Quadricyclane Form (QC-2) and the Thermal Relaxation

View Article: PubMed Central - PubMed

ABSTRACT

Integratingfunctional molecules into single-molecule devices isa key step toward the realization of future computing machines basedon the smallest possible components. In this context, photoswitchingmolecules that can make a transition between high and low conductivityin response to light are attractive candidates. Here we present thesynthesis and conductance properties of a new type of robust molecularphotothermal switch based on the norbornadiene (NB)–quadricyclane(QC) system. The transport through the molecule in the ON state isdominated by a pathway through the π-conjugated system, whichis no longer available when the system is switched to the OFF state.Interestingly, in the OFF state we find that the same pathway contributesonly 12% to the transport properties. We attribute this observationto the strained tetrahedral geometry of the QC. These results challengethe prevailing assumption that current will simply flow through theshortest through-bond path in a molecule.

No MeSH data available.