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4 article(s) from Matile, Stefan

Anion–π catalysis on carbon allotropes

M. Ángeles Gutiérrez López,
Mei-Ling Tan,
Giacomo Renno,
Augustina Jozeliūnaitė,
J. Jonathan Nué-Martinez,
Javier Lopez-Andarias,
Naomi Sakai and
Stefan Matile

Beilstein J. Org. Chem. 2023, 19, 1881–1894, doi:10.3762/bjoc.19.140

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Graphical Abstract

Figure 1: (A) Anion–π catalysis: Stabilization of anionic transition states from substrate S to product P on ...

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Figure 2: Bioinspired enolate addition chemistry to benchmark anion–π catalysts: Stabilization of “enol” inte...

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Figure 3: Structure and activity of fullerene-amine dyads to catalyze the intrinsically disfavored but biolog...

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Figure 4: Asymmetric anion–π catalysis of intrinsically disfavored exo-selective Diels–Alder reactions on ful...

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Figure 5: Asymmetric anion–π catalysis to install remote stereogenic centers on fullerene catalyst 21, with n...

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Figure 6: Primary anion–π autocatalysis on monofunctional fullerene 31, with catalytic and autocatalytic rate...

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Figure 7: (A) Macrodipoles induced by anionic transition states account for anion–π catalysis on fullerenes. ...

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Figure 8: Structure and activity of covalently and non-covalently modified SWCNTs and MWCNTs, with A/D ratios...

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Figure 9: (A) Epoxide-opening ether cyclization on pristine carbon nanotubes occurs with (XVI) but not withou...

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Figure 10: Electric-field-induced anion–π catalysis on MWCNTs 3 on graphite 76 in electrochemical microfluidic...

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Review

Published 12 Dec 2023

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Automated high-content imaging for cellular uptake, from the Schmuck cation to the latest cyclic oligochalcogenides

Rémi Martinent,
Javier López-Andarias,
Dimitri Moreau,
Yangyang Cheng,
Naomi Sakai and
Stefan Matile

Beilstein J. Org. Chem. 2020, 16, 2007–2016, doi:10.3762/bjoc.16.167

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Figure 1: Schematic representation of binding models between organic cations (simple ammonium, guanidinium, S...

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Figure 2: From Schmuck cations to cell-penetrating dipeptides, with schematic representation of the binding m...

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Figure 3: Peptide tweezers and cyclic peptides with Schmuck cations for gene transfection.

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Figure 4: Evolution from CPPs to CPDs and COCs.

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Figure 5: Structure of a) the trifunctional transporter 23 and c) the HaloTag reporter 26. b) Schematic mecha...

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Figure 6: CAPA assay for the complex 25, composed of three transporters 23 bound to one streptavidin 24 (with...

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Figure 7: Examples from the automated HC imaging of stable HGM cells with HaloTag–GFP on mitochondria, labele...

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Figure 8: Evaluation of the automated HC imaging of stable HGM cells with HaloTag–GFP on mitochondria, labele...

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Figure 9: a) Automated HC imaging of the cellular uptake of 25, covering the concentration dependence for the...

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Figure 10: Examples of automated HC imaging of transiently transfected HeLa cells with HaloTag–GFP on Golgi, l...

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Figure 11: Evaluation of the automated HC imaging of the transiently transfected HeLa cells with HaloTag–GFP o...

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Full Research Paper

Published 14 Aug 2020

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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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Figure 1: Structure of the (bis)dithienothiophene mechanosensitive flipper probe. Twisted out of planarity by...

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Figure 2: Langmuir–Pockels isotherm of a monolayer of flipper mechanophores during the first compression (bla...

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Figure 3: OH-stretching vibration (ν(OH); 3600 cm⁻¹) for IRRA spectra of a flipper mechanophore monolayer dur...

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Figure 4: Isotherms of DPPC (dark blue), cholesterol (magenta), DPPC/cholesterol (8:2 mol/mol, green), and DP...

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Figure 5: Correlation of the hue of a monolayer flipper probe with its measured surface pressure at the water...

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Full Research Paper

Published 08 Jun 2017

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Multistep organic synthesis of modular photosystems

Naomi Sakai and
Stefan Matile

Beilstein J. Org. Chem. 2012, 8, 897–904, doi:10.3762/bjoc.8.102

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Figure 1: Schematic structure of photosystem 1 on indium tin oxide (ITO, grey) with antiparallel gradients in...

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Scheme 1: Synthesis of initiator 2.

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Scheme 2: Synthesis of propagators 3 and 4.

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Scheme 3: Synthesis of stack exchangers 5 and 6. Compounds 5, 6, 45 and 47 are mixtures of 2,6- and 3,7-regio...

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Scheme 4: Synthesis of photosystem 1, self-organizing surface-initiated polymerization (SOSIP). R¹ = SH (50) ...

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Scheme 5: Synthesis of photosystem 1, stack exchange. R¹ = SH or oxidized derivative, R¹ = CH₂CHCH₂. 5 and 6 ...

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Scheme 6: Schematic overview over SOSIP and stack exchange.

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Review

Published 19 Jun 2012

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