Damien Prim

Centre National de la Recherche Scientifique

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A Gaucher

Institut Lavoisier de Versailles

Jérôme Marrot

Centre National de la Recherche Scientifique

Vincent Terrasson

Université de Technologie de Compiègne

Sylvain R. A. Marque

Aix-Marseille Université

F. Rose‐Munch

Sorbonne Université

José Giner Planas

Institut de Ciència de Materials de Barcelona

Grégory Pieters

Université Paris-Saclay

Audrey Auffrant

École Polytechnique

Clara Viñas

Institut de Ciència de Materials de Barcelona

Flavien Bourdreux

Institut Lavoisier de Versailles

Cooperative Institutions

Centre National de la Recherche Scientifique

186

Université Paris-Saclay

Institut Lavoisier de Versailles

Université de Versailles Saint-Quentin-en-Yvelines

Université Paris-Sud

Laboratoire de Chimie Organique

Laboratoire de Synthèse Organique

Sorbonne Université

Institut de Chimie Moléculaire et des Matériaux d'Orsay

Tunis University

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Benzannulated Cycloheptanones from Binaphthyl Platforms

European Journal of Organic Chemistry (2012)

Grégory Pieters Kamal Sbargoud Alexandre Bridoux A Gaucher Sylvain R. A. Marque

Abstract Preparations of benzannulated cycloheptanones starting from unique binaphthyl molecular platforms are described. Binaphthyl acetic acids proved suitable percursors for fused cycloheptanone architectures. Seven‐membered rings embedded in binaphthyl units were selectively generated by use of Eaton's reagent. Isomeric helical architectures arising from electrophilic cyclisation processes at second reaction sites in the precursors could also be obtained under different acidic conditions. Unambiguous discrimination between isomeric geometries was provided by multiple quantum NMR sequences. DFT calculations were performed and gave evidence of different behaviour of the substrates towards intramolecular electrophilic substitution. The theoretical approach confirmed the experimental results, agreeing completely with X‐ray data.

Electrophilic substitution

10.1002/ejoc.201201370

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Citations (6)

New palladium–oxazoline complexes: Synthesis and evaluation of the optical properties and the catalytic power during the oxidation of textile dyes

Beilstein Journal of Organic Chemistry (2015)

Rym Hassani Mahjoub Jabli Yakdhane Kacem Jérôme Marrot Damien Prim

The present paper describes the synthesis of new palladium-oxazoline complexes in one step with good to high yields (68-95%). The oxazolines were prepared from enantiomerically pure α-aminoalcohols. The structures of the synthesized palladium complexes were confirmed by NMR, FTIR, TOFMS, UV-visible spectroscopic analysis and X-ray diffraction. The optical properties of the complexes were evaluated by the determination of the gap energy values (E g) ranging between 2.34 and 3.21 eV. Their catalytic activities were tested for the degradation of Eriochrome Blue Black B (a model of azo dyes) in the presence of an ecological oxidant (H2O2). The efficiency of the decolorization has been confirmed via UV-visible spectroscopic analysis and the factors affecting the degradation phenomenon have been studied. The removal of the Eriochrome reached high yields. We have found that the complex 9 promoted 84% of color elimination within 5 min (C 0 = 30 mg/L, T = 22 °C, pH 7, H2O2 = 0.5 mL) and the energetic parameters have been also determined.

Oxazoline

Degradation

10.3762/bjoc.11.132

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Citations (15)

Selective synthesis of mono- and bis-butenolide α-aminomethyl adducts

Organic & Biomolecular Chemistry (2017)

Arbia Talbi Aïcha Arfaoui Talia Bsaibess Mohamed Lotfi Efrit A Gaucher

The preparation of mono- and bis-butenolide α-adducts is described using α-bromomethylene-γ-butenolide and primary as well as secondary amines.

Butenolide

10.1039/c7ob00206h

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Citations (1)

Intermolecular FeCl₃‐Catalyzed Hydroamination of Styrenes.

ChemInform (2007)

Julien Michaux Vincent Terrasson Sylvain R. A. Marque Johny Wehbe Damien Prim

Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

Hydroamination

10.1002/chin.200737075

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Efficient Synthesis of N,N-Disubstituted 5-Aminothiophene-2-carboxaldehydes by Nucleophilic Aromatic Substitution in Water

Synlett (1998)

Damien Prim Gilbert Kirsch Jean‐François Nicoud

We have developed the first synthesis of N,N-disubstituted 5-aminothiophene-2-carboxaldehydes by nucleophilic aromatic substitution of 5-bromothiophene-2-carboxaldehyde in water. This study shows selectivity between primary and secondary amines leading to the corresponding imines or amino derivatives respectively.

Substitution (logic)

10.1055/s-1998-1657

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Citations (33)

CCDC 190303: Experimental Crystal Structure Determination

The Cambridge Structural Database (2003)

D. Joseph Robert Jankowski Damien Prim Jacqueline Mahuteau A. Chiaroni

An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

Crystal (programming language)

10.5517/cc6d0td

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Citations (0)

CCDC 957963: Experimental Crystal Structure Determination

The Cambridge Structural Database (2014)

Amel Souibgui A Gaucher Jérôme Marrot Flavien Bourdreux Faouzi Aloui

Crystal (programming language)

10.5517/cc114v12

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Palladium-catalysed reactions of aryl halides with soft, non-organometallic nucleophiles