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Concept

Thiophene

Related publications (25)

Two-Carbon Ring Expansion of Cyclobutanols to Cyclohexenones Enabled by Indole Radical Cation Intermediate: Development and Application to a Total Synthesis of Uleine

Qian Wang, Jieping Zhu, Alexandre Julien Florent Leclair

A single-electron transfer (SET) oxidation of indole or benzo[b]thiophene to a radical cation reverses the intrinsic polarity of these pi-excessive bicyclic heteroarenes. Here we report an oxidative two-carbon homologation of cyclobutanols to cyclohexenone ...

AMER CHEMICAL SOC2022

Development of remote C-H bond functionalization of redox-active alcohol derivatives and oxidative transformations under photoredox catalysis

Alexandre Julien Florent Leclair

The development of radical-based remote C(sp3)-H functionalizations of redox-active alcohol derivatives, oxidative cycloaddition and rearrangement transformations under visible light photocatalysis constitute the basis of this thesis. The first chapter des ...

EPFL2021

Structural and Photophysical Templating of Conjugated Polyelectrolytes with Single-Stranded DNA

Ursula Röthlisberger, Natalie Renuka Banerji, Polydefkis Diamantis

A promising approach to influence and control the photophysical properties of conjugated polymers is directing their molecular conformation by templating. We explore here the templating effect of single-stranded DNA oligomers (ssDNAs) on cationic polythiop ...

AMER CHEMICAL SOC2020

Fused N‐Heterocycles with Contiguous Stereogenic Centers Accessed by an Asymmetric Catalytic Cascade Reaction of Tertiary Enamides

Jieping Zhu, Shuo Tong

We report in this article a cascade reaction strategy for the synthesis of complex N-heterocyclic compounds with contiguous and tetrasubstituted stereogenic carbons. Under the sequential catalysis of a chiral binol–Ti complex and BF3, cyclopentanone-derive ...

2020

Palladium-Catalyzed Enantioselective Cacchi Reaction: Asymmetric Synthesis of Axially Chiral 2,3-Disubstituted Indoles

Qian Wang, Jieping Zhu, Hua Wu

We report herein the first examples of a palladiumcatalyzed enantioselective Cacchi reaction for the synthesis of indoles bearing a chiral C2-aryl axis. In the presence of a catalytic amount of Pd(OAc)2 and (R,R)-QuinoxP* ligand, reaction of N-aryl(alkyl)s ...

Wiley-VCH Verlag GmbH2020

Synthetic Studies toward Amanita Phalloides Toxins

Philipp Georg Werner Seeberger

Amatoxins are ribosomally synthesized and post-translationally modified bicyclic octapeptides biosynthesized by the deadly basidiomycete fungus Amanita phalloides. Amongst this group, alpha-amanitin is the most widely known toxin and is currently under inv ...

EPFL2020

Saddle-like, π-conjugated, cyclooctatetrathiophene-based, hole-transporting material for perovskite solar cells

Mohammad Khaja Nazeeruddin, Giulia Grancini, Iwan Zimmermann, Inés Garcia Benito

A flexible, saddle-like, π-conjugated skeleton composed of four fused thiophene rings forming a cyclooctatetrathiophene (CoTh) with four triphenylamines (CoTh-TTPA) is presented as a hole-transporting material (HTM) for perovskite solar cells. The new HTM ...

Royal Society of Chemistry2019

Design of cyclopentadithiophene-based small organic molecules as hole selective layers for perovskite solar cells

Mohammad Khaja Nazeeruddin, Iwan Zimmermann

Thiophene-based p-type molecules are being extensively investigated and employed in optoelectronic devices due to their intriguing semiconducting properties. Herein, we report the synthesis and characterization of a 4H-cyclopenta[1,2-b: 5,4-b']dithiophene- ...

ROYAL SOC CHEMISTRY2018

Charge transporting material for optoelectronic and/or photoelectrochemical devices

Michael Graetzel, Mohammad Khaja Nazeeruddin, Iwan Zimmermann, Paul Gratia, Inés Garcia Benito

The present invention relates to an optoelectronic and/or photoelectrochemical device comprising at least one organic-inorganic perovskite as sensitizer and at least one compound of formula (I) comprising one benzotrithiophene core Q, wherein each thiophen ...

2017

Quantifying Electronic Phenomena in Organic Chromophores

Antonio Prlj

Challenging ground and excited state problems in the chemistry of common organic chromophores are investigated with state-of-the-art quantum chemical methods. We present a comprehensive excited state molecular dynamics analysis of (a) fundamental building ...

EPFL2017

In Situ Tethering Strategies for the 3-Component Synthesis of Vicinal Amino Alcohols and Diamines via Pd-Catalyzed Carboetherification and Carboamination

Ugo Jonathan Orcel

Vicinal amino alcohols and diamines are privileged motifs in organic chemistry. As such, they have been targets of choice for exploring and developing novel and more efficient strategies in organic synthesis. In this context, the difunctionalization of ole ...

EPFL2017

Analysis and Removal of Product Gas Contaminants Present in Gasification Processes

Sven Philip Edinger

Energy demand and economic development are intrinsically linked. Earlier economic development came at the price of serious environmental pollution, posing a risk to life on earth. Thus, a transition from fossil to renewable energy is needed. Among the rene ...

EPFL2017

Benzothiophene, benzyloxybenzylidene and indoline derivatives useful for the treatment of tuberculosis

Stewart Cole, Jan Lars Rybniker

The present invention relates to benzothiophene, benzyloxybenzylidene and indoline-2-one derivatives and the use of said derivatives in the treatment and/or prevention of tuberculosis. ...

2016

Photochromic Torsional Switch (PTS): a Light-Driven Actuator for the Dynamic Tuning of π-Conjugation Extension

Anne-Clémence Corminboeuf, Pascal Miéville, Riccardo Petraglia, Giuseppe Sforazzini, Emilie Baudat, Adrien Georges Nicolai, Adam Antoni Sobczuk

Here we present a molecular architecture that can reversibly change the geometric conformation of its π-system backbone via irradiation with two different wavelengths. The proposed ‘molecular actuator’ consists of a photoswitchable azobenzene orthogonally ...

2016

Qualitatively Incorrect Features in the TDDFT Spectrum of Thiophene-Based Compounds

Anne-Clémence Corminboeuf, Basile Curchod, Alberto Fabrizio, Antonio Prlj

Ab initio molecular electronic structure computations of thiophene-based compounds constitute an active field of research prompted by the growing interest in low-cost materials for organic electronic devices. In particular, the modeling of electronically e ...

2015

Electronic and magnetic interactions in single molecular and atomic contacts

Verena Katharina Schendel

This thesis encompasses an investigation of organic molecules on metallic substrates as well as a study of electronic and magnetic effects in atomic-sized palladium contacts. For this, a scanning tunneling microscope, operating at 6 K and ultra-high vacuum ...

EPFL2015

Effect of pi-spacers on the photovoltaic properties of D-pi-A based organic dyes

Mohammad Khaja Nazeeruddin

Three new triphenylamine based D-pi-pi-A (TPC, TSC and TOC) dyes with different pi-spacers have been synthesized and analysed their significance on the photophysical properties and photovoltaic applications. The synthesized dyes were characterized by NMR, ...

Elsevier Science Sa2015

Mechanistic Study on the Palladium(II)-Catalyzed Synthesis of 2,3-Disubstituted Indoles Under Aerobic Conditions: Anion Effects and the Development of a Low-Catalyst-Loading Process

Jieping Zhu, Qian Wang, Bo Yao

As a result of detailed mechanistic and kinetic studies, we have proposed that PdX2-catalyzed oxidative coupling of o-alkynylanilines 1 with terminal alkynes 2 under aerobic conditions is initiated by aminopalladation of 1 followed by ligand exchange of th ...

Wiley-Blackwell2014

"New methods for indoles and [3,4]-fused oxindoles syntheses" and "Copper-catalyzed/mediated difunctionalization of alkenes with alkylnitriles"

Ala Bunescu

Two main topics were addressed in this manuscript: (1) New methods for indoles and [3,4]-fused oxindoles syntheses; (2) Copper-catalyzed/mediated difunctionalization of alkenes with alkylnitriles. Given the omnipresent character of the indole and oxindole ...

EPFL2014

Sulfur containing organic compounds in the raw producer gas of wood and grass gasification

Christian Ludwig, Tilman J. Schildhauer

The detailed description of gas streams in biomass gasification plants is necessary for the correct design and operation of these units. Sulfur containing compounds are usually present in biomass gasification gas, since sulfur is typically found in the fee ...

Elsevier2014