A5047362304- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Crystallography and molecular interactions
- Catalytic Alkyne Reactions
- Catalytic C–H Functionalization Methods
- Synthetic Organic Chemistry Methods
- Catalytic Cross-Coupling Reactions
- Molecular Junctions and Nanostructures
- Surface Chemistry and Catalysis
- Supramolecular Chemistry and Complexes
- Cyclopropane Reaction Mechanisms
- Fullerene Chemistry and Applications
- Catalysis and Hydrodesulfurization Studies
- Advanced Chemical Physics Studies
- Asymmetric Hydrogenation and Catalysis
- Organoboron and organosilicon chemistry
- Molecular Sensors and Ion Detection
- Electrochemical Analysis and Applications
- Porphyrin and Phthalocyanine Chemistry
- Metal-Organic Frameworks: Synthesis and Applications
- Synthesis and Catalytic Reactions
- Graphene research and applications
- Photoreceptor and optogenetics research
- Advanced Chemical Sensor Technologies
- Analytical Chemistry and Sensors
Institut Català d'Investigació Química
2013-2022
University of Groningen
2018-2021
University of California, Berkeley
2019
Barcelona Institute for Science and Technology
2018
Institute of Science and Technology
2018
Ann Arbor Center for Independent Living
2015
University of Michigan
2015
Photoswitchable catalysis is a young but rapidly evolving field that offers great potential for non-invasive dynamic control of both activity and selectivity in catalysis. This Feature Article summarises the key developments accomplished over past years through incorporation photoswitchable double bonds into structure catalytically competent molecules.
Abstract A unified approach to the synthesis of series higher acenes up previously unreported undecacene has been developed through on‐surface dehydrogenation partially saturated precursors. These molecules could be converted into parent by both atomic manipulation with tip a scanning tunneling and force microscope (STM/AFM) as well annealing. The structure generated visualized high‐resolution non‐contact AFM imaging evolution transport gap increase number fused benzene rings determined on...
The on-surface synthesis of nonacene has been accomplished by dehydrogenation an air-stable partially saturated precursor, which could be aromatized using a combined scanning tunneling and atomic force microscope as well annealing. This transformation allowed the in-detail analysis electronic properties molecules physisorbed on Au(111) spectroscopy measurements. spatial mapping molecular orbitals was corroborated density functional theory calculations. Furthermore, thermally induced...
Cycloisomerizations of 1,n-enynes catalyzed by gold(I) proceed via electrophilic species with a highly distorted cyclopropyl carbene-like structure, which can react different nucleophiles to form wide variety products attack at the cyclopropane or carbene carbons. Particularly important are reactions in reacts alkenes cyclopropanes either intra- intermolecularly. In absence nucleophiles, lead cycloisomerized including those resulting from skeletal rearrangements. Reactions proceeding through...
The total synthesis of lundurines A-C has been accomplished in racemic and enantiopure forms 11-13 12-14 steps, respectively, without protection/deprotection functional groups, by a novel tandem double condensation/Claisen rearrangement, gold(I)-catalyzed alkyne hydroarylation, cyclopropanation via formal [3 + 2] cycloaddition/nitrogen extrusion, remarkable olefin migration through vinylcyclopropane retro-ene/ene reaction that streamlines the endgame.
The alkynylation of naphthols takes place with total regiocontrol at the peri position hydroxyl group in presence [RuCl2(p-cymene)]2 as catalyst. This reaction features high functional tolerance. related ortho-alkynylation benzoic acids proceeds under similar conditions and also shows wide Both reactions proceed through metalation, insertion alkyne, bromide elimination.
Abstract Methods for the highly stereoselective and regiodivergent hydrosilylation of 1,3‐disubstituted allenes have been developed. The synthesis E allylsilanes is accomplished with palladium NHC catalysts, trisubstituted Z alkenylsilanes are accessed nickel catalysts. Unsymmetrically substituted well tolerated catalysis afford alkenylsilanes. Evidence a plausible mechanism was obtained through an isotopic double‐labeling crossover study.
Silver(I) promotes the highly chemoselective N-amidation of tertiary amines under catalytic conditions to form aminimides by nitrene transfer from PhI═NTs. Remarkably, this transformation proceeds in a selective manner presence olefins and other functional groups without formation commonly observed aziridines or C-H insertion products. The methodology can be applied not only rather simple but also complex natural molecules such as brucine quinine, where products derived N-N bond were...
Abstract The Pd‐catalyzed coupling of aryl (pseudo)halides and amines is one the most powerful approaches for formation C(sp 2 )−N bonds. pioneering reports from Migita subsequently Buchwald Hartwig on aminostannanes bromides rapidly evolved into general practical tin‐free protocols with broad substrate scope, which led to establishment what now known as Buchwald–Hartwig amination. This Minireview summarizes evolution this cross‐coupling reaction over course past 25 years illustrates some...
A photoresponsive chiral catalyst based on an oligotriazole-functionalized unidirectional molecular motor has been developed for stereodivergent anion binding catalysis. The function controls the helical chirality of supramolecular assemblies with chloride anions, which by means transfer enables enantioselective addition a silyl ketene acetal nucleophile to oxocarbenium cations. Reversal stereoselectivity (up 142 % Δee) was achieved through rotation core induced photochemical and thermal...
Achieving the Ag(001)-supported synthesis of heptacene from two related reactants reveals effect presence Br atoms on reaction process. The properties reactants, intermediates and end-products are further characterized by scanning tunneling microscopy spectroscopy.
Abstract A novel strategy for the synthesis of partially saturated acene derivatives has been developed based on a Au I ‐catalyzed cyclization 1,7‐enynes. This method provides straightforward access to stable polycyclic products featuring backbone series, up nonacene.
Unidirectional molecular rotation based on alternating photochemical and thermal isomerizations of overcrowded alkenes is well established, but rotary cycles purely are rare. Herein we report three new second-generation motors featuring a phosphorus center in the lower half, which engenders unique element axial chirality. These exhibit unusual behavior, that all four diastereomeric states can interconvert solely photochemically. Kinetic analysis modeling reveal behavior consistent with...
Abstract A unified approach to the synthesis of series higher acenes up previously unreported undecacene has been developed through on‐surface dehydrogenation partially saturated precursors. These molecules could be converted into parent by both atomic manipulation with tip a scanning tunneling and force microscope (STM/AFM) as well annealing. The structure generated visualized high‐resolution non‐contact AFM imaging evolution transport gap increase number fused benzene rings determined on...
The quest for organic materials with improved optoelectronic properties has stimulated the development of new strategies preparation polycyclic aromatic hydrocarbons. Within this context, transition metal catalysis offers unparalleled opportunities assembly complex molecular architectures. palladium-catalyzed direct C-H arylation provides straight access to biaryls without need prefunctionalization at nucleophilic site, which is attractive from perspective synthesis polyarenes....
Abstract A diastereoselective synthesis of cis ‐5‐oxodecahydroquinolines is described in which three stereocenters are generated a one‐pot reaction. The reaction involves lithium hydroxide‐promoted Robinson annulation/intramolecular aza‐Michael domino process from an achiral acyclic tosylamine‐tethered β‐keto ester. development and scope this was facilitated through the use DFT‐based mechanistic studies, enabled observed diastereodivergent course azacyclization to be rationalized. varying...
The design and synthesis of an overcrowded-alkene based molecular motor featuring a crown ether integrated in its stator structure has been accomplished. photostationary state ratios rotational speed this can be modulated by cation coordination to the moiety, which reversed upon addition competing chelating agent, thus achieving dynamic control over behavior motor.
Abstract A photoresponsive chiral catalyst based on an oligotriazole‐functionalized unidirectional molecular motor has been developed for stereodivergent anion binding catalysis. The function controls the helical chirality of supramolecular assemblies with chloride anions, which by means transfer enables enantioselective addition a silyl ketene acetal nucleophile to oxocarbenium cations. Reversal stereoselectivity (up 142 % Δ ee ) was achieved through rotation core induced photochemical and...
The inhibition of emopamil binding protein (EBP), a sterol isomerase within the cholesterol biosynthesis pathway, promotes oligodendrocyte formation, which has been proposed as potential therapeutic approach for treating multiple sclerosis. Herein, we describe discovery and optimization brain-penetrant, orally bioavailable inhibitors EBP. A structure-based drug design from literature compound 1 led to hydantoin-based scaffold, provided balanced physicochemical properties potency an improved...
A new disc-shaped highly symmetric C54H20 nanographene fragment, tetrabenzocircumpyrene, has been synthesized and characterized by scanning tunnelling microscopy, demonstrating the potential of this technique for identifying insoluble graphenic molecules.