A tower-shaped prototypic molecule designed as an atomically sharp tip for AFM applications

Rukavishnikov, Aleksey V.; Phadke, A. S.; Lee, Melissa D.; LaMunyon, Donald H.; Petukhov, Pavel A.; Keana, John F. W.

doi:10.1016/s0040-4039(99)01207-1

Cited by 34 publications

(23 citation statements)

References 13 publications

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“…Star‐shaped molecules with a carbon core have been described to exhibit properties making them candidates for application as materials for the manufacture of atomic force microscopy (AFM) instruments. These compounds were designed to have atomically sharp molecular tips ( 94 ) . Three terminal arms have been designed to multi‐valently bind to a gold‐coated tip, while the fourth arm is expected to be available for scanning the sample ( 95 ) …”

Section: Properties and Other Applications Of Star‐shaped π‐Conjugatementioning

confidence: 99%

Advances in Star‐Shaped π‐Conjugated Systems: Properties and Applications

Jarosz

Łapkowski

Ledwon

2014

Macromol. Rapid Commun.

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Until recently π-conjugated organic materials are based mainly on linear systems. Recent years, however, have brought about increasing interest in molecules boasting a dendritic, branched, or star-shaped architecture. This tendency is a direct result of the ongoing search for materials with progressively better properties. Such compounds, featuring novel, 3D architectures, exhibit a multitude of interesting qualities, making them stand out from well-known materials. The direction of star-shaped compound application is determined by whether they are able to form aggregates, π-stacks. This feature is a source of some astounding properties, coveted in numerous applications. Among this class of compounds high charge mobility, high fluorescence efficiency, and good charge separation are all found. Depending on the structure of the core, the molecule may adopt various types of symmetry. Similarly, the conjugation of orbitals may extend over the whole structure or be interrupted at chosen segments. The number of papers pertaining to star-shaped oligomers and polymers is ascending with each year, evidencing a growing interest in them. Consequently, this Review focuses particularly on the most recent reports concerning modification of the structure and properties of the aforementioned type of compounds, as well as on the development of devices based on them.

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Section: Properties and Other Applications Of Star‐shaped π‐Conjugatementioning

confidence: 99%

Advances in Star‐Shaped π‐Conjugated Systems: Properties and Applications

Jarosz

Łapkowski

Ledwon

2014

Macromol. Rapid Commun.

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“…For example, 1,3,5tribromoadamantane (25) treated with vinyl bromide and AlCl 3 followed by the subsequent elimination with tBuOK gives 1,3,5-tri(ethynyl) adamantane, which is easily purified [39,69,94,95]. The latter is the (72) 45% from 5 -overall 10%, five steps (65) precursor for the preparation of a number of tripodal building blocks such as the synthesis of tricarboxylic acids derivatives [69,95], the creation of big complex architectures [28,39,96], and for the direct attachment of oligonucleotides strands [97]. The tripod 1,3,5-adamantane tricarboxylic acid (20) is easily obtained from both oxidative reactions of 1,3,5-tri(phenyl)adamantane (18) or of 1,3,5-tri(hydroxyl)adamantane (19) and it can provide a series of other rigid tri-functional building blocks such as 1,3,5tris(hydroxymethyl)adamantane (22), 1,3,5-triaminoadamantane (23), and 1,3,5-tris(1,2,4-triazol-4-yl)adamantane (24) (Scheme 2) [40,69].…”

Section: Design Of Various Multi-functionalized Adamantane Building Bmentioning

confidence: 99%

“…For example, 1,3,5‐tribromoadamantane ( 25 ) treated with vinyl bromide and AlCl 3 followed by the subsequent elimination with tBuOK gives 1,3,5‐tri(ethynyl)adamantane, which is easily purified . The latter is the precursor for the preparation of a number of tripodal building blocks such as the synthesis of tricarboxylic acids derivatives , the creation of big complex architectures , and for the direct attachment of oligonucleotides strands .…”

Section: Introductionmentioning

confidence: 99%

Multifunctional adamantane derivatives as new scaffolds for the multipresentation of bioactive peptides

Grillaud

Bianco

2014

Journal of Peptide Science

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The remarkable structural and chemical properties of adamantane afford attractive opportunities to design various adamantane-based scaffolds for biomedical applications. A wide range of mono-functionalized adamantane compounds have already been investigated and reviewed, mostly as anti-viral agents. The four bridgehead positions of adamantane provide many possibilities to design poly-functional derivatives, and the recent conception of adamantane building blocks with multiple substituents has shown promising applications in several domains. In this review, we provide a detailed description of the different ways to synthesize multifunctional derivatives starting from adamantane molecule as the main core. We will then describe the interesting biological activity of the diverse multivalent scaffolds, focusing in particular on peptide-based systems. The results reported here will certainly encourage the development of novel adamantane-based structures for biological purposes.

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“…This compound has not yet found applications in biological studies, but has been used to construct rigid tripodal molecules in material science. [30] Trialkyne 19 is readily available from tribromoadamantane [31] following a protocol from Malik.…”

Section: Rigid Trifunctional Adamantane Derivativesmentioning

confidence: 99%

Rigid C₃‐Symmetric Scaffolds Based on Adamantane

Pannier¹,

Maison²

2008

Eur J Org Chem

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Efficient syntheses of rigid C3‐symmetric scaffolds based on adamantane are described. The scaffolds are available in multigram quantities and have been designed for conjugation to various natural products such as carbohydrates and peptides. They are thus valuable for the construction of strictly defined molecular architectures with threefoldgeometry for applications in bioorganic chemistry, catalysis or material science. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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A tower-shaped prototypic molecule designed as an atomically sharp tip for AFM applications

Cited by 34 publications

References 13 publications

Advances in Star‐Shaped π‐Conjugated Systems: Properties and Applications

Advances in Star‐Shaped π‐Conjugated Systems: Properties and Applications

Multifunctional adamantane derivatives as new scaffolds for the multipresentation of bioactive peptides

Rigid C₃‐Symmetric Scaffolds Based on Adamantane

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A tower-shaped prototypic molecule designed as an atomically sharp tip for AFM applications

Cited by 34 publications

References 13 publications

Advances in Star‐Shaped π‐Conjugated Systems: Properties and Applications

Advances in Star‐Shaped π‐Conjugated Systems: Properties and Applications

Multifunctional adamantane derivatives as new scaffolds for the multipresentation of bioactive peptides

Rigid C3‐Symmetric Scaffolds Based on Adamantane

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Product

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About

Rigid C₃‐Symmetric Scaffolds Based on Adamantane