Mathieu Achard

ORCID: 0000-0003-0578-9680
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Research Areas
  • Crystallization and Solubility Studies
  • Asymmetric Hydrogenation and Catalysis
  • X-ray Diffraction in Crystallography
  • Catalytic C–H Functionalization Methods
  • Synthetic Organic Chemistry Methods
  • Chemical Synthesis and Analysis
  • Crystallography and molecular interactions
  • Asymmetric Synthesis and Catalysis
  • Catalytic Cross-Coupling Reactions
  • Carbon dioxide utilization in catalysis
  • Catalytic Alkyne Reactions
  • Organometallic Complex Synthesis and Catalysis
  • Cyclopropane Reaction Mechanisms
  • Chemical Reactions and Isotopes
  • Synthesis and Catalytic Reactions
  • Luminescence and Fluorescent Materials
  • Organophosphorus compounds synthesis
  • Berberine and alkaloids research
  • N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
  • Organoboron and organosilicon chemistry
  • Chemical Synthesis and Reactions
  • Nanomaterials for catalytic reactions
  • Innovative Microfluidic and Catalytic Techniques Innovation
  • Organic Light-Emitting Diodes Research
  • Traditional and Medicinal Uses of Annonaceae

Université de Rennes
2012-2022

Institut des Sciences Chimiques de Rennes
2012-2021

Centre National de la Recherche Scientifique
2010-2020

Université Rennes 2
2019

Bipar
2016-2017

Générale-Beaulieu Clinic
2014-2017

Université de Lorraine
2016

Laboratoire de Chimie Physique
2016

Green Chemistry
2015

Catalyse
2002-2014

A selective C(3)-alkylation via activation/functionalization of sp(3) C-H bond saturated cyclic amines was promoted by (arene)ruthenium(II) complexes featuring a bidentate phosphino-sulfonate ligand upon reaction with aldehydes. This highly regioselective sustainable transformation takes place initial dehydrogenation and hydrogen autotransfer processes.

10.1021/ja203875d article EN Journal of the American Chemical Society 2011-06-14

Branching out: A new ruthenium(IV) complex (1), containing a P,O-chelating ligand, is an efficient precatalyst for regioselective allylations starting from various allylic alcohol derivatives. Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents peer-reviewed, but not copy-edited or typeset. They made available submitted by the authors. Please note: The publisher responsible content functionality any supporting information supplied Any...

10.1002/anie.200907034 article EN Angewandte Chemie International Edition 2010-03-12

Relay to the finish: The atom-economical tandem hydrogen autotransfer catalyzed by iridium(III) has been efficiently applied for preparation of N-arylpiperidines starting from easily accessible anilines, diols, and aldehydes (see scheme). This protocol is also compatible with use diethyl carbonate as an ecofriendly solvent.

10.1002/anie.201204582 article EN Angewandte Chemie International Edition 2012-07-29

Abstract An unprecented N‐ and C(3)‐dialkylation of unactivated amines by a cascade reaction via borrowing hydrogen methodology using new (arene)ruthenium(II) complexes featuring phosphinosulfonate ligands is described. This highly regioselective produces water as the only side product.

10.1002/adsc.201000546 article EN Advanced Synthesis & Catalysis 2010-12-05

Straighforward access to various saturated amines from allylic alcohols and isostructural mixture can now be achieved in the presence of arene ruthenium catalyst featuring phosphinesulfonate ligand a hydrogen donor.

10.1021/ol201485e article EN Organic Letters 2011-06-24

An efficient and green route to access diverse functionalized ketones via dehydrogenative-dehydrative cross-coupling of primary secondary alcohols is demonstrated. Selective tunable formation or catalyzed by a recently developed proton responsive ruthenium phosphine-pyridone complex. Light such as ethanol could be used alkylating agents in this methodology. Moreover, selective tandem double alkylation isopropanol achieved sequential addition different alcohols.

10.1021/acs.joc.7b02042 article EN The Journal of Organic Chemistry 2017-09-08

A series of new benzimidazolium salts and ruthenium(II) complexes containing chelating N-heterocyclic carbenes (NHCs) functionalized with a benzylic group an acetal were prepared. All the synthesized compounds characterized by elemental analysis NMR spectroscopy, molecular structures 2c 2d determined X-ray crystallography. tested in alkylation cyclic amine derivatives alcohols showed excellent activity this reaction. Cyclic amines alkylated primary heteroaromatic alcohols. The Ru–NHC also...

10.1021/om501066n article EN Organometallics 2015-05-08

10.1016/j.ccr.2011.10.018 article EN Coordination Chemistry Reviews 2011-11-11

The well-defined ruthenium(II) complex A featuring a phosphine sulfonate chelate promotes the introduction of terpene moieties onto cyclic saturated amines through hydrogen "auto" transfers without side alkene reduction. These eco-friendly transformations enable production diverse N- and C-terpenoid alkaloids with only water carbon dioxide as benign products.

10.1039/c3gc36982j article EN Green Chemistry 2013-01-01

Abstract Direct vicinal α,β‐difunctionalization of tertiary cyclic amines is achieved in the presence ruthenium or iridium transition‐metal complexes featuring phosphine‐sulfonate chelates. By varying reaction conditions, α‐alkylated lactams were obtained by a formal dehydrogenative hydrolysis which one molecule hydrogen generated from water.

10.1002/chem.201502431 article EN Chemistry - A European Journal 2015-08-18

[reaction: see text] The CoI2(dppe)/Zn/ZnI2 system effectively catalyzes the [6 + 2] cycloaddition of cycloheptatriene with terminal alkynes to afford 7-alkyl-bicyclo[4.2.1]nona-2,4,7-trienes in fair excellent yields. catalyst proved be tolerant toward functional groups such as ketone, sulfone, ester, ketal, ether, alcohol, imide, and nitrile. enantioselective CHT phenylacetylene BINOL phosphoramidite ligand 4 afforded cycloadduct 3a (R = Ph) 91% yield 74% ee.

10.1021/ol050618j article EN Organic Letters 2005-05-10

Abstract The enantioselective cobalt‐catalyzed [6+2] cycloadditions of cycloheptatriene 1 with alkynes 2 is reported. Chiral phosphoramidites based on 3,3′‐disubstituted ( R )‐BINOL appeared to be efficient ligands, affording the corresponding cycloadducts good yields and up 92 % ee . A vibrational circular dichroism study afforded absolute configuration new chiral (+)‐(1 S ,6 )‐7‐phenyl[4.2.1]bicyclo‐ nonatriene 3a (−)‐(1 )‐7‐trimethylsilyl[4.2.1]bicyclononatriene 3c

10.1002/adsc.200700424 article EN Advanced Synthesis & Catalysis 2008-01-04

Immer für eine Verzweigung gut: Der neue Ruthenium(IV)-Komplex 1 mit einem P,O-Chelatliganden ist ein effizienter Präkatalysator regioselektive Allylierungen verschiedenen Allylalkoholderivaten. Detailed facts of importance to specialist readers are published as "Supporting Information". Such documents peer-reviewed, but not copy-edited or typeset. They made available submitted by the authors. Please note: The publisher is responsible for content functionality any supporting information...

10.1002/ange.200907034 article EN Angewandte Chemie 2010-03-12

Efficient and practically attractive stepwise ruthenium- palladium-catalyzed regioselective C-H bond functionalizations were achieved to produce 4-substituted tetrahydroisoquinoline derivatives featuring various heteroaromatic substructures in moderate good yields. Both palladium-based catalytic processes generated nontoxic easily separable side products.

10.1021/jo300237s article EN The Journal of Organic Chemistry 2012-03-15

Selective formation of esters from primary alcohols or formic acid carbon dioxide was achieved in the presence phosphine-pyridone containing ruthenium catalysts.

10.1039/c7cy00932a article EN Catalysis Science & Technology 2017-01-01

Five fluid tilted mesophases are observed in a series of achiral banana-shaped compounds. The terminal chain length is the pertinent molecular parameter which induces polymorphism change. All phases, refer to lamellar structure without in-plane order layers. observation monolayer, bilayer, ribbon phase, and undulated structures recalls richness frustrated polar calamitic liquid crystals. Among mesophases, we highlight two: Sm-C G2 phase corresponding bilayer made Sm-CG layers, its...

10.1103/physreve.69.061702 article EN Physical Review E 2004-06-01

The cobalt-catalyzed [6+2] cycloaddition of cyclooctatetraene 1 with alkynes 3 affords monosubstituted bicyclo[4.2.2]deca-2,4,7,9-tetraenes 4 in fair to good yields. Due the valence tautomerism, 1,3,5-cyclooctatriene 2, equilibrium bicyclo[4.2.0]octa-2,4-diene A, and are converted 10 11 according [4+2] cycloadditions, respectively.

10.1021/jo052630v article EN The Journal of Organic Chemistry 2006-02-25

Abstract The straightforward and ecofriendly preparation of functionalized julolidines starting from tetrahydroquinoline, diols, aldehydes, for which water is produced as the only side product was investigated. To achieve this task, several well‐defined ruthenium iridium complexes including three new were prepared corresponding phosphine–sulfonates, phosphine–carboxylates, phosphine–phosphonates. first transformation involved in situ generation enaminoiminium intermediates, allowed formation...

10.1002/cctc.201500051 article EN ChemCatChem 2015-03-10

Abstract The site‐selective and regioselective allylation of 2‐substituted indoles was performed by using a ruthenium(IV) precatalyst containing phosphine–sulfonate chelate. Mono‐, di‐, triallylated were selectively obtained depending on the reaction conditions with formation water as only byproduct. preparation 3‐oxindole derivatives then successfully owing to air oxidation corresponding allylated indoles. Diallylated pseudoindoxyls proven be good synthons perform cyclization through...

10.1002/chem.201800348 article EN Chemistry - A European Journal 2018-03-15

Staffelübergabe: Ein atomökonomischer Tandem-Wasserstoffautotransfer unter Iridium(III)-Katalyse wurde zur effizienten Synthese von N-Arylpiperidinen aus leicht zugänglichen Anilinen, Diolen und Aldehyden eingesetzt (siehe Schema). Das Verfahren ist auch mit dem Einsatz des umweltverträglichen Lösungsmittels Diethylcarbonat kompatibel.

10.1002/ange.201204582 article DE Angewandte Chemie 2012-07-29

Abstract The modification of methyl ricinoleate by etherification the hydroxyl group was accomplished using a nonclassical ruthenium‐catalyzed allylation reaction and also esterification. Methyl derivatives were engaged in ring‐closing metathesis (RCM) reactions leading to biosourced 3,6‐dihydropyran α,β‐unsaturated lactone with concomitant production polymer precursors. Sequential RCM/hydrogenation RCM/cross‐metathesis implemented as straightforward method for synthesis tetrahydropyran well...

10.1002/cssc.201200320 article EN ChemSusChem 2012-09-25
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