Photochemical control of molecular recognition on self-assembled monolayer-protected gold clusters

Jeoung, Eunhee; Rotello, Vincent M.

doi:10.1016/s1472-7862(02)00078-3

Cited by 8 publications

(11 citation statements)

References 29 publications

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“…In conclusion, these findings show that the TATA molecules adsorb with the platform parallel to the surface and the functional groups oriented perpendicularly, as is illustrated in Figure . The lateral spacing is well-defined and substancially larger than in SAMs of azobenzene-containing alkanethiols, where the high coverage is known to often cause a complete suppression of the molecular function. ,, Thus, TATA adlayers exhibit significant advantages over conventional functional SAMs, making them an attractive system for the preparation of advanced functional surfaces.…”

Section: Discussionmentioning

confidence: 99%

“…However, in molecular adlayers the desired function is often strongly affected or even completely quenched because of the high coverage, i.e., steric hindrances, , or electronic interactions with the substrate . To overcome these problems, commonly mixed monolayers of the functional molecules with appropriate spacer molecules are prepared. ,,− Alternatively, molecules are employed, which exhibit additional bulky spacer groups. ,− Nevertheless, these adlayers exhibit intrinsic disadvantages such as a comparable low structural order or the lack of temporal stability due to phase separation.…”

Section: Introductionmentioning

confidence: 99%

“…Adlayers of azobenzene derivatives covalently attached to metal surfaces have been intensively studied, ,,,,,− ,− but in most cases did not exhibit photoswitching, a problem which is commonly ascribed to steric hindrances. Only for mixed monolayers ,,− or SAMs of specially designed molecules ,− , was photoswitching demonstrated. The TATA derivatives were shown in STM experiments , to form highly ordered hexagonal adlayers on Au(111) surfaces with intermolecular spacings that can be adjusted by the length of the alkyl side chains attached to the TATA moiety.…”

Section: Introductionmentioning

confidence: 99%

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Azobenzene-Containing Triazatriangulenium Adlayers on Au(111): Structural and Spectroscopic Characterization

et al. 2011

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Adlayers of different azobenzene-functionalized derivatives of the triazatriangulenium (TATA) platform on Au(111) surfaces were studied by scanning tunneling microscopy (STM), X-ray photoelectron spectroscopy (XPS), gap-mode surface-enhanced Raman spectroscopy (gap-mode SERS), and cyclic voltammetry (CV). The chemical composition of the adlayers is in good agreement with the molecular structure, i.e., different chemical groups attached to the azobenzene functionality were identified. Furthermore, the presence of the azobenzene moieties in the adlayers was verified by the vibration spectra and electrochemical data. These results indicate that the molecules remain intact upon adsorption with the freestanding functional groups oriented perpendicularly to the TATA platform and thus also to the substrate surface.

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Azobenzene-Containing Triazatriangulenium Adlayers on Au(111): Structural and Spectroscopic Characterization

et al. 2011

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“…7 This is most commonly accomplished by employing mixed monolayers with short-chain spacer molecules. 5,6,[8][9][10][11][12][13][14][15][16][17] More modern approaches to enforce a sufficient free volume employ specially designed molecules, which feature additional bulky spacer groups 6,[18][19][20][21] or molecular tripods [22][23][24][25] as basis. Nevertheless, these types of adlayers also exhibit intrinsic disadvantages such as a comparable low structural order or lack of temporal stability due to phase separation.…”

Section: Introductionmentioning

confidence: 99%

Self-assembly of triazatriangulenium-based functional adlayers on Au(111) surfaces

Kühn

Baisch

Jung

et al. 2010

Phys. Chem. Chem. Phys.

104

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EditorialInterfacial systems chemistry: out of the vacuum-through the liquid-into the cell Phys. Chem Detailed scanning tunneling microscopy studies of the attachment of freestanding molecular functions to Au(111) surfaces via self-assembly of functional molecules based on triazatriangulenium platforms are presented. As shown for molecules with side chains of different length and phenyl, azobenzyl, or azobenzyl derivatives with different terminal groups (iodo, cyano, or dimethyl) as functional units, this approach allows the preparation of very stable, hexagonally ordered adlayers. The intermolecular spacings in these adlayers are independent of the attached functions with the latter being orientated perpendicular to the Au surface. Due to their open structure, adlayers of platforms with attached functional groups exhibit a tendency towards bilayer formation, which can be suppressed by derivatization with appropriate terminal groups.

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“…A rapid, time-sensitive, and site-sensitive response can be achieved without additives. In previous reports, the photoisomerizations of azobenzene [21][22][23][24][25][26] and stilbene derivatives [27][28][29] tethered to the surface of nanoparticles have been investigated. Based on the structural changes triggered by the light irradiation, the dispersion states were controlled.…”

Section: Introductionmentioning

confidence: 99%

Control of interparticle spacing in stable aggregates of gold nanoparticles by light irradiation

Tanaka

Naka

Miyoshi

et al. 2015

Polym J

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This study describes the modulation of interparticle distances in aggregates of gold nanoparticles by light irradiation. Stable aggregates of a series of imidazolium-presenting gold nanoparticles were obtained via a photo-responsive mono-carboxylate linker. In the first step, the mono-carboxylate linker attracted the gold nanoparticles to form water-dispersive aggregates of gold nanoparticles with hydrophobic surface properties. By irradiating the aggregates with ultraviolet, the photo-responsive linker was transformed, leading to the generation of another carboxyl group. As a result, the gold nanoparticles were tightly bound via the dicarboxylate linkers. These changes decreased the interparticle distances in the aggregates, as verified by microscopic observations, and can induce significant changes in their optical characteristics. To the best of our knowledge, this is the first example of a light-driven manipulation system for the distribution of nanoparticles in an aggregate. INTRODUCTIONThe physical properties of metal nanoparticles strongly depend on their assembled states. It is known that an assembly of gold nanoparticles has different light-absorption properties to that of single particles. 1,2 Based on this phenomenon, a wide variety of biomedical applications has been accomplished. 3,4 In addition, by manipulating the hybridization process involved in anchoring DNA to the surface of particles, cluster formation and morphology can be precisely controlled. 5-7 These manipulation methods for the nanoparticle assembly are versatile and can be used to construct biosensors with good response to stimuli. 8,9 Furthermore, additional functions have been derived from the specific distribution of nanoparticles in an assembly. For instance, a class of unique optical functional materials involving metamaterials has been manufactured with a well-ordered assembly of gold nanoparticles. 10-13 Therefore, precisely controlling the morphology and relative positions of nanoparticles in an assembly is critically important to obtain superior or unexpected functions. [14][15][16][17][18][19][20] Structural manipulation with light has various advantages. A rapid, time-sensitive, and site-sensitive response can be achieved without additives. In previous reports, the photoisomerizations of azobenzene 21-26 and stilbene derivatives 27-29 tethered to the surface of nanoparticles have been investigated. Based on the structural changes triggered by the light irradiation, the dispersion states were controlled. The aggregation/dispersion of gold nanoparticles can also be modulated reversibly by the photo-triggered dimerization of thymine and the splitting of the thymine dimer. 30 Although the formation of aggregates can be controlled with various methods, as mentioned here, modulating the morphology of the aggregates is less well established.

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Photochemical control of molecular recognition on self-assembled monolayer-protected gold clusters

Cited by 8 publications

References 29 publications

Azobenzene-Containing Triazatriangulenium Adlayers on Au(111): Structural and Spectroscopic Characterization

Azobenzene-Containing Triazatriangulenium Adlayers on Au(111): Structural and Spectroscopic Characterization

Self-assembly of triazatriangulenium-based functional adlayers on Au(111) surfaces

Control of interparticle spacing in stable aggregates of gold nanoparticles by light irradiation

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