An evanescent field driven mono-molecular layer photoswitch: coordination and release of metallated macrocycles

Cook, Michael J.; Nygård, Anne-Mette; Russell, David A.

doi:10.1039/b201870p

Cited by 27 publications

(22 citation statements)

References 18 publications

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“…In a density functional the- In contrast, the π-π * band observed in the difference spectra is not or only slightly blueshifted for the azobenzene-thiol SAMs. This is in agreement with previous studies of azobenzene-and azopyridine-thiols by the groups of Russell and Hara, where very similar shifts were found 39,48 , but at variance with the recent work of Weinelt and coworkers, which reported much larger shifts for a CF 3 -azobenzene-thiol SAM, namely 22 nm on Au films of 26 nm thickness and even more than 50 nm on thick Au(111) films on mica 42,46 .…”

Section: Discussionsupporting

confidence: 90%

UV/Vis Spectroscopy Studies of the Photoisomerization Kinetics in Self-Assembled Azobenzene-Containing Adlayers

et al. 2015

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Direct comparative studies of the photoisomerization of azobenzene derivatives in self-assembled adlayers on Au and as free molecules in dichloromethane solution were performed using UV/vis spectroscopy. For all studied systems a highly reversible trans-cis isomerization in the adlayer is observed. Quantitative studies of the absorbance changes and photoisomerization kinetics reveal that in azobenzenes mounted as freestanding vertical groups on the surface via triazatriangulene-based molecular platforms photoswitching is nearly uninhibited by the local environment in the adlayer. The blue-shift of the π-π* transition in adlayers of these molecules is in good agreement with theoretical studies of the effect of excitonic coupling between the molecules. In contrast, in azobenzene-containing thiol self-assembled monolayers the fraction of photoswitching molecules and the photoisomerization kinetics are significantly reduced compared to free molecules in solution.

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Section: Discussionsupporting

confidence: 90%

UV/Vis Spectroscopy Studies of the Photoisomerization Kinetics in Self-Assembled Azobenzene-Containing Adlayers

et al. 2015

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“…Another route is to use lateral spacers, e.g., para-carborane in the alkyl chain [52] or a host-guest inclusion complex between α-cyclodextrin and an azobenzene-terminated alkanethiol [53], which yielded a high photoisomerization capacity. In addition adsorbates with two anchoring groups, bound via short alkyl chains have been investigated but no improved switching was observed [54]. An alternative approach is to attach the molecular switches to a metal surface via customizable molecular platforms with a defined adsorption geometry.…”

Section: Adsorbate/adsorbate-interactionmentioning

confidence: 99%

Optically and thermally induced molecular switching processes at metal surfaces

Tegeder

2012

J. Phys.: Condens. Matter

123

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Using light to control the switching of functional properties of surface-bound species is an attractive strategy for the development of new technologies with possible applications in molecular electronics and functional surfaces and interfaces. Molecular switches are promising systems for such a route, since they possess the ability to undergo reversible changes between different molecular states and accordingly molecular properties by excitation with light or other external stimuli. In this review, recent experiments on photo- and thermally induced molecular switching processes at noble metal surfaces utilizing two-photon photoemission and surface vibrational spectroscopies are reported. The investigated molecular switches can either undergo a trans-cis isomerization or a ring opening-closure reaction. Two approaches concerning the connection of the switches to the surface are applied: physisorbed switches, i.e. molecules in direct contact with the substrate, and surface-decoupled switches incorporated in self-assembled monolayers. Elementary processes in molecular switches at surfaces, such as excitation mechanisms in photoisomerization and kinetic parameters for thermally driven reactions, which are essential for a microscopic understanding of molecular switching at surfaces, are presented. This in turn is needed for designing an appropriate adsorbate-substrate system with the desired switchable functionality controlled by external stimuli.

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“…Usually the photoswitching of “on” and “off” binding characteristics of surfaces has been actuated by direct irradiation of the photosensitive moiety of the monolayer with the appropriate wavelength. However, Cook, Russell, and co‐workers have adopted an alternative strategy by utilizing an evanescent field to control the coordination of zinc tetraphenylporphyrin (ZnTPP) to an 4‐(arylazo)pyridine‐containing SAM 27. Monolayers of an 4‐(arylazo)pyridine‐containing disulfide were deposited onto a thin film of gold (8 nm) deposited onto a quartz slide, to produce the mixed monolayer 29 trans shown schematically in Figure 14.…”

Section: Photochemical Control Of Host–guest Interactionsmentioning

confidence: 99%

Lymph node involvement in macroscopic medullary thyroid carcinoma

Tamagnini¹,

Iacobone²,

Sébag³

et al. 2005

British Journal of Surgery

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An evanescent field driven mono-molecular layer photoswitch: coordination and release of metallated macrocycles

Abstract: Photoswitching of 'on' and 'off' coordination sites in a self assembled monolayer containing the 4-(arylazo)pyridine chromophore has been achieved using the evanescent field and illustrated through coordination and photon induced release of zinc tetraphenylporphyrin.

Cited by 27 publications

References 18 publications

UV/Vis Spectroscopy Studies of the Photoisomerization Kinetics in Self-Assembled Azobenzene-Containing Adlayers

UV/Vis Spectroscopy Studies of the Photoisomerization Kinetics in Self-Assembled Azobenzene-Containing Adlayers

Optically and thermally induced molecular switching processes at metal surfaces

Lymph node involvement in macroscopic medullary thyroid carcinoma

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