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Search for "monolayers" in Full Text gives 61 result(s) in Beilstein Journal of Organic Chemistry.

Aldiminium and 1,2,3-triazolium dithiocarboxylate zwitterions derived from cyclic (alkyl)(amino) and mesoionic carbenes

  • Nedra Touj,
  • François Mazars,
  • Guillermo Zaragoza and
  • Lionel Delaude

Beilstein J. Org. Chem. 2023, 19, 1947–1956, doi:10.3762/bjoc.19.145

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  • featuring monodentate [44][45], chelating bidentate [46][47][48][49][50][51][52][53][54][55], or bridging bidentate NHC·CS2 ligands [45][51][52]. Small bimetallic clusters [51][52][56], coordination polymers [57], self-assembled monolayers [58], and nanoparticles [45] based on these zwitterions were also
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Published 20 Dec 2023

Light-responsive rotaxane-based materials: inducing motion in the solid state

  • Adrian Saura-Sanmartin

Beilstein J. Org. Chem. 2023, 19, 873–880, doi:10.3762/bjoc.19.64

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  • and pseudorotaxanes, such as covalent organic frameworks [75], carbon nanotubes [17], metal-coordinated monolayers and multilayers [76][77], and dendrimers [78], among others. The future development of light-responsive rotaxane-based materials will benefit from advances in the areas of photoresponsive
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Published 14 Jun 2023

Microelectrode arrays, electrosynthesis, and the optimization of signaling on an inert, stable surface

  • Kendra Drayton-White,
  • Siyue Liu,
  • Yu-Chia Chang,
  • Sakashi Uppal and
  • Kevin D. Moeller

Beilstein J. Org. Chem. 2022, 18, 1488–1498, doi:10.3762/bjoc.18.156

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  • interactions can be minimized for a variety of biological targets. Self-assembled monolayers do not have this stability, and strategies that chemically modify carbon electrodes do not offer the chemical flexibility or surface tunability needed. Hence, an alternative strategy is required. This led to the
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Published 20 Oct 2022

Introducing a new 7-ring fused diindenone-dithieno[3,2-b:2',3'-d]thiophene unit as a promising component for organic semiconductor materials

  • Valentin H. K. Fell,
  • Joseph Cameron,
  • Alexander L. Kanibolotsky,
  • Eman J. Hussien and
  • Peter J. Skabara

Beilstein J. Org. Chem. 2022, 18, 944–955, doi:10.3762/bjoc.18.94

Graphical Abstract
  • , solvent choice [81], and application of self-assembled monolayers (SAM). SAMs are coated on the dielectric medium, improving surface roughness [82] and reduce interfacial defects [83]. Details about device fabrication are described in Supporting Information File 1. Device optimisation was necessary since
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Published 01 Aug 2022

Cryogels: recent applications in 3D-bioprinting, injectable cryogels, drug delivery, and wound healing

  • Luke O. Jones,
  • Leah Williams,
  • Tasmin Boam,
  • Martin Kalmet,
  • Chidubem Oguike and
  • Fiona L. Hatton

Beilstein J. Org. Chem. 2021, 17, 2553–2569, doi:10.3762/bjoc.17.171

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Published 14 Oct 2021

Synthesis and physicochemical evaluation of fluorinated lipopeptide precursors of ligands for microbubble targeting

  • Masayori Hagimori,
  • Estefanía E. Mendoza-Ortega and
  • Marie Pierre Krafft

Beilstein J. Org. Chem. 2021, 17, 511–518, doi:10.3762/bjoc.17.45

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  • synthesized for comparison. The capacity for the F-lipopeptides to spontaneously adsorb at the air/water interface and form monolayers when combined with dipalmitoylphosphatidylcholine (DPPC) was investigated. The F-lipopeptides 1–3 demonstrated a markedly enhanced tendency to form monolayers at the air/water
  • interface, with equilibrium surface pressures reaching ≈7–10 mN m−1 versus less than 1 mN m−1 only for their hydrocarbon analog 4. The F-lipopeptides penetrate in the DPPC monolayers in both liquid expanded (LE) and liquid condensed (LC) phases without interfacial film destabilization. By contrast, 4
  • ability to self-assemble into spontaneously adsorbed monolayers at the air/water interface and also to adsorb on a DPPC monolayer spread at the air/water interface. Finally, the size and stability characteristics of perfluorohexane (F-hexane)-stabilized microbubbles with DPPC/DPPE-PEG2000 shells and
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Published 19 Feb 2021

Control over size, shape, and photonics of self-assembled organic nanocrystals

  • Chen Shahar,
  • Yaron Tidhar,
  • Yunmin Jung,
  • Haim Weissman,
  • Sidney R. Cohen,
  • Ronit Bitton,
  • Iddo Pinkas,
  • Gilad Haran and
  • Boris Rybtchinski

Beilstein J. Org. Chem. 2021, 17, 42–51, doi:10.3762/bjoc.17.5

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  • mobility [20], but no control over the crystal size and morphology was demonstrated. Using self-assembled monolayers as templates for the seeding and growth of molecular crystals may offer control over structure and polymorphism [21]. However, in this method, the crystal formation is limited by the
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Published 06 Jan 2021

Optical detection of di- and triphosphate anions with mixed monolayer-protected gold nanoparticles containing zinc(II)–dipicolylamine complexes

  • Lena Reinke,
  • Julia Bartl,
  • Marcus Koch and
  • Stefan Kubik

Beilstein J. Org. Chem. 2020, 16, 2687–2700, doi:10.3762/bjoc.16.219

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  • immobilized receptors exist. Solutions of AuNPs containing tetracationic resorcinarene-derived cavitands were, for example, also shown to respond to the presence of diphosphate by a color change [27] due to the known diphosphate affinity of such cavitands [28]. Self-assembled monolayers on gold containing a
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Published 02 Nov 2020

Skeletocutins M–Q: biologically active compounds from the fruiting bodies of the basidiomycete Skeletocutis sp. collected in Africa

  • Tian Cheng,
  • Clara Chepkirui,
  • Cony Decock,
  • Josphat C. Matasyoh and
  • Marc Stadler

Beilstein J. Org. Chem. 2019, 15, 2782–2789, doi:10.3762/bjoc.15.270

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  • multidishes. After three days, the confluent monolayers were washed twice with phosphate buffered saline (PBS), and the reaction mixture (450 µL Hanks' buffer at pH 7.2 containing 50 or 100 µM substrate ʟ-Leu-AMC, compounds dissolved in 50 µL DMSO) was added. After being incubated at 23 °C for 30 min, 1 mL
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Published 19 Nov 2019

Diversity-oriented synthesis of spirothiazolidinediones and their biological evaluation

  • Sambasivarao Kotha,
  • Gaddamedi Sreevani,
  • Lilya U. Dzhemileva,
  • Milyausha M. Yunusbaeva,
  • Usein M. Dzhemilev and
  • Vladimir A. D’yakonov

Beilstein J. Org. Chem. 2019, 15, 2774–2781, doi:10.3762/bjoc.15.269

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  • culture was performed in a similar manner as described in [59]. HEK293 and HeLa cell lines were cultured as monolayers and maintained in Dulbecco’s modified Eagle’s medium (DMEM, Gibco BRL) supplemented with 10% foetal bovine serum and 1% penicillin streptomycin solution at 37 °C in a humidified incubator
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Published 18 Nov 2019

Reversible switching of arylazopyrazole within a metal–organic cage

  • Anton I. Hanopolskyi,
  • Soumen De,
  • Michał J. Białek,
  • Yael Diskin-Posner,
  • Liat Avram,
  • Moran Feller and
  • Rafal Klajn

Beilstein J. Org. Chem. 2019, 15, 2398–2407, doi:10.3762/bjoc.15.232

Graphical Abstract
  • revealed within densely packed monolayers of azobenzene on planar gold [16]. In contrast, placing azobenzene inside the cavity of an octahedral cage renders it photochemically inert, stabilizing the typically metastable Z isomer [17]. Similarly, a related cage has recently been shown to induce negative
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Published 10 Oct 2019

Nanopatterns of arylene–alkynylene squares on graphite: self-sorting and intercalation

  • Tristan J. Keller,
  • Joshua Bahr,
  • Kristin Gratzfeld,
  • Nina Schönfelder,
  • Marcin A. Majewski,
  • Marcin Stępień,
  • Sigurd Höger and
  • Stefan-S. Jester

Beilstein J. Org. Chem. 2019, 15, 1848–1855, doi:10.3762/bjoc.15.180

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  • and non-planar coronoid polycyclic aromatic hydrocarbons (i.e., butyloxy-substituted kekulene and octulene derivatives) are found to be able to intercalate into the intramolecular nanopores. Keywords: macrocycles; scanning tunneling microscopy; self-assembled monolayers; self-sorting; solid/liquid
  • solvent molecules are sometimes resolved as intercalation adducts in STM of self-assembled monolayers. On the other hand, reports on intercalated TCB molecules are rather rare. Two exceptions are the observations of TCB in monolayers of arylene–alkynylene pentagons as well as triphenylene/azobenzene-based
  • ]. At the solid/liquid interface of solutions of 2 in a concentration range of 10−3 M to 10−5 M in TCB on HOPG, self-assembled monolayers of 2 are found (see Supporting Information File 1). We studied whether 2 can adsorb into the nanopores formed by 1a. Therefore, first a nanopattern of 1a was (self
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Published 02 Aug 2019

Norbornadiene-functionalized triazatriangulenium and trioxatriangulenium platforms

  • Roland Löw,
  • Talina Rusch,
  • Tobias Moje,
  • Fynn Röhricht,
  • Olaf M. Magnussen and
  • Rainer Herges

Beilstein J. Org. Chem. 2019, 15, 1815–1821, doi:10.3762/bjoc.15.175

Graphical Abstract
  • 10.3762/bjoc.15.175 Abstract Triazatriangulenium (TATA) and trioxatriangulenium (TOTA) ions are particularly suited systems to mount functional molecules onto atomically flat surfaces such as Au(111). The TATA and TOTA units serve as platforms that absorb onto the surface and form ordered monolayers
  • ; quadricyclane; self-assembled monolayers; TATA platform; thermal isomerization; TOTA platform; Introduction Recently, we discovered that the thermochemically forbidden cis–trans isomerization of azobenzenes can be efficiently catalysed by a very peculiar mechanism on bulk gold [1]. In heterogeneous catalysis
  • monolayers. A linear, π-conjugated spacer (e.g., an ethynyl unit) is attached to the central carbon atom and the functional molecule is mounted on top. This architecture allows investigating molecules on surfaces under controlled conditions. The size of the platforms determines the intermolecular distances
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Published 30 Jul 2019

Diazocine-functionalized TATA platforms

  • Roland Löw,
  • Talina Rusch,
  • Fynn Röhricht,
  • Olaf Magnussen and
  • Rainer Herges

Beilstein J. Org. Chem. 2019, 15, 1485–1490, doi:10.3762/bjoc.15.150

Graphical Abstract
  • ordered monolayers on Au(111) surfaces. Keywords: cis–trans isomerization; diazocine; molecular switch; photochrome; self-assembled monolayers; TATA platform; Introduction Catalysts increase chemical reaction rates by lowering the activation energies and thus create more favorable reaction pathways [1
  • to measure kinetics on surfaces [15]. The C–O stretching frequencies proved to be ideal reporter signals to determine the configuration and to measure kinetics in monolayers of azo-TATAs on surfaces. Results and Discussion To obtain information on preferred conformations of 1 and 2 in their cis and
  • -isomers of 1 and 2 isomerize back to the cis-isomer with half-lives of 2.12 h and 2.32 h at 298 K. The trans→cis activation energies with 86.5 kJ mol−1 for 1 and with 84.7 kJ mol−1 for 2 are similar to the structurally related azobenzenes [11]. Both diazocine-TATAs form highly ordered monolayers on Au(111
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Published 05 Jul 2019

Host–guest interactions between p-sulfonatocalix[4]arene and p-sulfonatothiacalix[4]arene and group IA, IIA and f-block metal cations: a DFT/SMD study

  • Valya K. Nikolova,
  • Cristina V. Kirkova,
  • Silvia E. Angelova and
  • Todor M. Dudev

Beilstein J. Org. Chem. 2019, 15, 1321–1330, doi:10.3762/bjoc.15.131

Graphical Abstract
  • ligands with novel features. They have found various applications in chemical [5], analytical [6][7][8][9], and engineering materials fields (self-assembling monolayers, surfactants, sensors [10][11]), in polymer synthesis [12][13], controlled drug-delivery systems [14], and so on, besides the biochemical
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Published 17 Jun 2019

Diaminoterephthalate–α-lipoic acid conjugates with fluorinated residues

  • Leon Buschbeck,
  • Aleksandra Markovic,
  • Gunther Wittstock and
  • Jens Christoffers

Beilstein J. Org. Chem. 2019, 15, 981–991, doi:10.3762/bjoc.15.96

Graphical Abstract
  • (absorption at 514 nm, emission at 566 nm). The quantum yield is, however, lower (4%). Self-assembled monolayers on a gold surface of both compounds were prepared and characterized by high-resolution XPS of the C 1s, O 1s, S 2p, N 1s and F 1s emissions. The high signal-to-noise ratios of the F 1s peaks
  • indicated that trifluoromethylation is an excellent tool for the detection of surface-bound materials by XPS. Keywords: chromophore; diaminoterephthalate; fluorine surface marker; fluorescence dye; lipoic acid; self-assembled monolayers; Introduction Diaminoterephthalates (DATs) are powerful fluorescence
  • monolayers (SAMs) can also be triggered electrochemically to perform reactions on the surfaces. These "dynamic" surfaces allow the "turn-on" of active states upon application of electrochemical potentials, for instance, for the addition of compounds to surfaces or for the control of cell adhesion [36][37][38
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Published 26 Apr 2019

The LANCA three-component reaction to highly substituted β-ketoenamides – versatile intermediates for the synthesis of functionalized pyridine, pyrimidine, oxazole and quinoxaline derivatives

  • Tilman Lechel,
  • Roopender Kumar,
  • Mrinal K. Bera,
  • Reinhold Zimmer and
  • Hans-Ulrich Reissig

Beilstein J. Org. Chem. 2019, 15, 655–678, doi:10.3762/bjoc.15.61

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  • this experiment was the double-coupling product OX27 and the mono-coupling product (not shown) was isolated in 5% yield [45]. A solution of the C3-symmetric compound OX28 in 1-phenyloctane was investigated by scanning tunneling microscopy (STM) to reveal its ability to form self-assembled monolayers at
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Published 13 Mar 2019

Novel solid-phase strategy for the synthesis of ligand-targeted fluorescent-labelled chelating peptide conjugates as a theranostic tool for cancer

  • Sagnik Sengupta,
  • Mena Asha Krishnan,
  • Premansh Dudhe,
  • Ramesh B. Reddy,
  • Bishnubasu Giri,
  • Sudeshna Chattopadhyay and
  • Venkatesh Chelvam

Beilstein J. Org. Chem. 2018, 14, 2665–2679, doi:10.3762/bjoc.14.244

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  • German borosilicate confocal dishes and allowed cells to form monolayers over 24 h. Spent medium was replaced with fresh medium containing DUPA-rhodamine B, 13 (100 nM) and pteroate-rhodamine B, 17 (150 nM) in LNCaP and CHO-β cells, respectively and the cells were incubated with the compound for 1 h at
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Published 18 Oct 2018

Impact of Pseudomonas aeruginosa quorum sensing signaling molecules on adhesion and inflammatory markers in endothelial cells

  • Carmen Curutiu,
  • Florin Iordache,
  • Veronica Lazar,
  • Aurelia Magdalena Pisoschi,
  • Aneta Pop,
  • Mariana Carmen Chifiriuc and
  • Alina Maria Hoban

Beilstein J. Org. Chem. 2018, 14, 2580–2588, doi:10.3762/bjoc.14.235

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  • ) and purifyed QSSMs (20µM) (OdDHL = N-(3-oxododecanoyl)-L-homoserine lactone; C4HSL = N-butyryl-L-homoserine lactone; PQS = 2-heptyl-3-hydroxy-4(1H)-quinolone; and HHQ = 2-heptyl-4-quinolone). For the adherence assay, Cravioto’s adapted method was used [29]. Briefly, the endothelial cells monolayers
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Published 05 Oct 2018

Lanyamycin, a macrolide antibiotic from Sorangium cellulosum, strain Soce 481 (Myxobacteria)

  • Lucky S. Mulwa,
  • Rolf Jansen,
  • Dimas F. Praditya,
  • Kathrin I. Mohr,
  • Patrick W. Okanya,
  • Joachim Wink,
  • Eike Steinmann and
  • Marc Stadler

Beilstein J. Org. Chem. 2018, 14, 1554–1562, doi:10.3762/bjoc.14.132

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  • . The inoculum was removed 4 hours later and monolayers were washed three times with PBS and overlaid with fresh medium containing no inhibitors. Infected cells were lysed 3 days later, and reporter virus infection was determined by renilla luciferase activity. The cell viability was measured by
  • growth in vitro. Cell monolayers were prepared in 96-well microtiter plates and exposed to various concentrations of the compounds. The experiment was done in duplicate. Plates were checked by light microscopy after 24, 48 and 72 hours and on the 5th day, then cytotoxicity was scored as morphological
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Published 26 Jun 2018

Steric “attraction”: not by dispersion alone

  • Ganna Gryn’ova and
  • Clémence Corminboeuf

Beilstein J. Org. Chem. 2018, 14, 1482–1490, doi:10.3762/bjoc.14.125

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  • alkanes [71], fail to accurately reproduce the chain length dependence of the tilt and twist angles in alkanethiol self-assembled monolayers [72] and increasingly deviate (by as much as 15%) from experimental data for the hydrophobic solvation free energies of alkanes in alkanes with the increasing chain
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Published 19 Jun 2018

Recent applications of click chemistry for the functionalization of gold nanoparticles and their conversion to glyco-gold nanoparticles

  • Vivek Poonthiyil,
  • Thisbe K. Lindhorst,
  • Vladimir B. Golovko and
  • Antony J. Fairbanks

Beilstein J. Org. Chem. 2018, 14, 11–24, doi:10.3762/bjoc.14.2

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  • multivalent carbohydrate structures led to the development of self-assembled monolayers (SAMs) of carbohydrates on the spherical surface of AuNPs. In 2001, the Penadés group reported the first synthesis of AuNPs with attached carbohydrates [8]. These systems, termed ‘glyco-gold nanoparticles’ (GAuNPs), were
  • substitution by reaction with NaN3 then resulted in AuNPs with mixed monolayers containing 52% N3- and 44% CH3-terminated alkanethiol ligands. A series of alkynes were synthesised, including derivatives of nitrobenzene (1), ferrocene (2), anthracene (3), pyrene (4), aniline (5), and polyethylene glycol (6) all
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Published 03 Jan 2018

Phosphonic acid: preparation and applications

  • Charlotte M. Sevrain,
  • Mathieu Berchel,
  • Hélène Couthon and
  • Paul-Alain Jaffrès

Beilstein J. Org. Chem. 2017, 13, 2186–2213, doi:10.3762/bjoc.13.219

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  • that were used for self-assembled monolayers (e.g., compound 61 [187]), polymers (PEG derivative 62 [188] or functionalized polyethylene 63 [189]) were reported. The McKenna’s procedure was also applied to prepare polyphosphonic acids as exemplified by the compounds 64 [120], 65 [190], 66 [191] and the
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Published 20 Oct 2017

Strategies toward protecting group-free glycosylation through selective activation of the anomeric center

  • A. Michael Downey and
  • Michal Hocek

Beilstein J. Org. Chem. 2017, 13, 1239–1279, doi:10.3762/bjoc.13.123

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  • glycosylations have now even been described in materials chemistry. Here they provide an extremely efficient way to functionalize hydroxy-terminated self-assembled monolayers (SAM) on gold (Scheme 37). First the surface was incubated with divinyl sulfone (DVS) in a basic aqueous buffer (pH 11) followed by
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Published 27 Jun 2017

Correlation of surface pressure and hue of planarizable push–pull chromophores at the air/water interface

  • Frederik Neuhaus,
  • Fabio Zobi,
  • Gerald Brezesinski,
  • Marta Dal Molin,
  • Stefan Matile and
  • Andreas Zumbuehl

Beilstein J. Org. Chem. 2017, 13, 1099–1105, doi:10.3762/bjoc.13.109

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  • ; membrane pressure; membrane probes; monolayers; Introduction Physical triggers are a major regulator of biological processes. The lateral bilayer membrane pressure, e.g., influences the nucleation [1] and shape changes [2] of lipid domains, it gates mechanosensitive pores [3] and globally organizes cell
  • ]. Mechanical planarization in the ground state increases the conjugation of the push–pull system. As a result, the excitation (or absorption) maximum shifts up to 80 nm to the red [8]. An anionic headgroup is added to produce an amphiphile that self-assembles into monolayers and micelles and enters
  • . Monolayers at the air/water interface are well known models for biological membranes, avoiding trans-bilayer leaflet correlation effects [11][12][13][14]. Various techniques exist to probe the surface pressure and the lateral organization of the monolayer [14]. Using monolayers of pure flipper probes, we
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Published 08 Jun 2017
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