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  1. Article ; Online: Synthesis and Chiroptical Properties of a Chiral Isotopologue of

    Brotin, Thierry / Daugey, Nicolas / Kapitan, Josef / Vanthuyne, Nicolas / Jean, Marion / Jeanneau, Erwann / Buffeteau, Thierry

    The Journal of organic chemistry

    2023  Volume 88, Issue 7, Page(s) 4829–4832

    Abstract: We report the synthesis and absolute configuration (AC) of a chiral isotopologue ... ...

    Abstract We report the synthesis and absolute configuration (AC) of a chiral isotopologue of
    Language English
    Publishing date 2023-03-20
    Publishing country United States
    Document type Journal Article
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.2c03101
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Enantiopure cryptophane derivatives: Synthesis and chiroptical properties.

    Baydoun, Orsola / Buffeteau, Thierry / Brotin, Thierry

    Chirality

    2021  Volume 33, Issue 10, Page(s) 562–596

    Abstract: This review addresses the synthesis of enantiopure cryptophane and the study of their chiroptical properties. Cryptophane derivatives represent an important class of macrocyclic compounds that can bind a large range of species in solution under different ...

    Abstract This review addresses the synthesis of enantiopure cryptophane and the study of their chiroptical properties. Cryptophane derivatives represent an important class of macrocyclic compounds that can bind a large range of species in solution under different conditions. The overwhelming majority of these host molecules is chiral, and their chiroptical properties have been thoroughly investigated. The first part of this review is dedicated to the optical resolution and the synthesis of enantiopure cryptophane derivatives. In a second part, the study of the chiroptical properties of these molecular hosts by different techniques such as electronic and vibrational circular dichroism and Raman optical activity is detailed. These techniques allow the determination of the absolute configuration of cryptophane derivatives and provide useful information about their conformation in different conditions.
    Language English
    Publishing date 2021-08-31
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 1011639-4
    ISSN 1520-636X ; 0899-0042
    ISSN (online) 1520-636X
    ISSN 0899-0042
    DOI 10.1002/chir.23347
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article ; Online: Chiral analysis of E-ε-viniferin enantiomers, towards a new chemotaxonomic marker of the vine.

    Gabaston, Julien / Buffeteau, Thierry / Irvine, Agnès Destrac / Gambetta, Gregory / Mérillon, Jean-Michel / Waffo-Téguo, Pierre

    Journal of the science of food and agriculture

    2023  Volume 103, Issue 5, Page(s) 2295–2303

    Abstract: Background: The accurate characterization of grapevine cultivars (Vitis vinifera) is crucial for grape growers, winemakers, wine sellers, consumers and authorities, considering that mistakes could involve significant damage to the wine economic system. ... ...

    Abstract Background: The accurate characterization of grapevine cultivars (Vitis vinifera) is crucial for grape growers, winemakers, wine sellers, consumers and authorities, considering that mistakes could involve significant damage to the wine economic system. To avoid any misunderstanding, morphological, molecular and chemical tools are developed to positively identify grape varieties.
    Results: E-ε-viniferin is a stilbene dimer mainly present in the woody part of grapevine and present as a mixture of two enantiomers: (7aR, 8aR)-(-)-E-ε-viniferin (1) and (7aS, 8aS)-(+)-E-ε-viniferin (2). In addition to phenotypic and genotypic approaches, a chemotaxonomic method using E-ε-viniferin enantiomers as chemical markers of grapevine cultivars was investigated. The isolation and purification of E-ε-viniferin enantiomers by preparative high-performance liquid chromatography (HPLC) and chiral HPLC from 14 red and eight white grapevine cane cultivars enabled us to determine the proportion of each enantiomer and therefore to calculate the enantiomeric excess for each variety. The relative abundance of each E-ε-viniferin enantiomer permitted us to distinguish grape varieties, as well as to establish cultivar relationships and patterns through statistical analysis.
    Conclusion: This pioneering work highlighting the enantiomeric excess of E-ε-viniferin as a chemical marker of grapevine paves the way for further studies to understand what mechanisms are involved in the production of these enantiomers in grapevine. © 2023 The Authors. Journal of The Science of Food and Agriculture published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry.
    MeSH term(s) Stilbenes/analysis ; Vitis/chemistry ; Wine/analysis ; Benzofurans/analysis
    Chemical Substances epsilon-viniferin (62218-08-0) ; Stilbenes ; Benzofurans
    Language English
    Publishing date 2023-01-22
    Publishing country England
    Document type Journal Article
    ZDB-ID 184116-6
    ISSN 1097-0010 ; 0022-5142
    ISSN (online) 1097-0010
    ISSN 0022-5142
    DOI 10.1002/jsfa.12444
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article ; Online: Comment on "Eppur si Muove: Proton Diffusion in Halide Perovskite Single Crystals": Eppur Non si Muove: A Critical Evaluation of Proton Diffusion in Halide Perovskite Single Crystals.

    Buffeteau, Thierry / Hirsch, Lionel / Bassani, Dario M

    Advanced materials (Deerfield Beach, Fla.)

    2021  Volume 33, Issue 35, Page(s) e2007715

    Abstract: A recent report by Cahen and co-workers is examined that finds the diffusion constant for proton migration in methylammonium lead triiodide single crystals to be 2 × ... ...

    Abstract A recent report by Cahen and co-workers is examined that finds the diffusion constant for proton migration in methylammonium lead triiodide single crystals to be 2 × 10
    Language English
    Publishing date 2021-07-26
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 1474949-X
    ISSN 1521-4095 ; 0935-9648
    ISSN (online) 1521-4095
    ISSN 0935-9648
    DOI 10.1002/adma.202007715
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article ; Online: Chiral analysis of E‐ε‐viniferin enantiomers, towards a new chemotaxonomic marker of the vine

    Gabaston, Julien / Buffeteau, Thierry / Irvine, Agnès Destrac / Gambetta, Gregory / Mérillon, Jean‐Michel / Waffo‐Téguo, Pierre

    Journal of the Science of Food and Agriculture. 2023 Mar. 30, v. 103, no. 5 p.2295-2303

    2023  

    Abstract: BACKGROUND: The accurate characterization of grapevine cultivars (Vitis vinifera) is crucial for grape growers, winemakers, wine sellers, consumers and authorities, considering that mistakes could involve significant damage to the wine economic system. ... ...

    Abstract BACKGROUND: The accurate characterization of grapevine cultivars (Vitis vinifera) is crucial for grape growers, winemakers, wine sellers, consumers and authorities, considering that mistakes could involve significant damage to the wine economic system. To avoid any misunderstanding, morphological, molecular and chemical tools are developed to positively identify grape varieties. RESULTS: E‐ε‐viniferin is a stilbene dimer mainly present in the woody part of grapevine and present as a mixture of two enantiomers: (7aR, 8aR)‐(−)‐E‐ε‐viniferin (1) and (7aS, 8aS)‐(+)‐E‐ε‐viniferin (2). In addition to phenotypic and genotypic approaches, a chemotaxonomic method using E‐ε‐viniferin enantiomers as chemical markers of grapevine cultivars was investigated. The isolation and purification of E‐ε‐viniferin enantiomers by preparative high‐performance liquid chromatography (HPLC) and chiral HPLC from 14 red and eight white grapevine cane cultivars enabled us to determine the proportion of each enantiomer and therefore to calculate the enantiomeric excess for each variety. The relative abundance of each E‐ε‐viniferin enantiomer permitted us to distinguish grape varieties, as well as to establish cultivar relationships and patterns through statistical analysis. CONCLUSION: This pioneering work highlighting the enantiomeric excess of E‐ε‐viniferin as a chemical marker of grapevine paves the way for further studies to understand what mechanisms are involved in the production of these enantiomers in grapevine. © 2023 The Authors. Journal of The Science of Food and Agriculture published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry.
    Keywords Vitis vinifera ; agriculture ; chemotaxonomy ; cultivars ; economic systems ; enantiomers ; grapes ; high performance liquid chromatography ; phenotype ; statistical analysis ; stilbenes ; vines ; wines
    Language English
    Dates of publication 2023-0330
    Size p. 2295-2303.
    Publishing place John Wiley & Sons, Ltd.
    Document type Article ; Online
    Note JOURNAL ARTICLE
    ZDB-ID 184116-6
    ISSN 1097-0010 ; 0022-5142
    ISSN (online) 1097-0010
    ISSN 0022-5142
    DOI 10.1002/jsfa.12444
    Database NAL-Catalogue (AGRICOLA)

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  6. Article ; Online: Probing proton diffusion as a guide to environmental stability in powder-engineered FAPbI

    Haris, Muhammed P U / Xia, Jianxing / Kazim, Samrana / Molenda, Zuzanna / Hirsch, Lionel / Buffeteau, Thierry / Bassani, Dario M / Nazeeruddin, Mohammad Khaja / Ahmad, Shahzada

    Cell reports. Physical science

    2023  Volume 4, Issue 3, Page(s) 101304

    Abstract: Formamidinium lead iodide-based solar cells show promising device reliability. The grain imperfection can be further suppressed by developing powder methodology. The water uptake capability is critical for the stability of α-formamidinium lead triiodide ( ...

    Abstract Formamidinium lead iodide-based solar cells show promising device reliability. The grain imperfection can be further suppressed by developing powder methodology. The water uptake capability is critical for the stability of α-formamidinium lead triiodide (FAPbI
    Language English
    Publishing date 2023-03-15
    Publishing country United States
    Document type Journal Article
    ISSN 2666-3864
    ISSN (online) 2666-3864
    DOI 10.1016/j.xcrp.2023.101304
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  7. Article ; Online: Identification, Quantitation, and Sensory Evaluation of Thiols in Bordeaux Red Wine with Characteristic Aging Bouquet.

    Chen, Liang / De Longhi, Emilio / Pons, Alexandre / Buffeteau, Thierry / Daugey, Nicolas / Redon, Pascaline / Shinkaruk, Svitlana / Darriet, Philippe

    Journal of agricultural and food chemistry

    2023  Volume 71, Issue 43, Page(s) 16248–16259

    Abstract: Great Bordeaux red wines are known for their distinctive aging bouquet. However, the nature of volatile chemicals underpinning this sensory expression is not fully understood. This work investigated the empyreumatic aging bouquet of a collection of ... ...

    Abstract Great Bordeaux red wines are known for their distinctive aging bouquet. However, the nature of volatile chemicals underpinning this sensory expression is not fully understood. This work investigated the empyreumatic aging bouquet of a collection of premium Bordeaux red wines using silver-ion (Ag
    MeSH term(s) Wine/analysis ; Odorants/analysis ; Sulfhydryl Compounds/analysis
    Chemical Substances 2-methyl-3-furanthiol (N21RW1N179) ; Sulfhydryl Compounds
    Language English
    Publishing date 2023-10-20
    Publishing country United States
    Document type Journal Article
    ZDB-ID 241619-0
    ISSN 1520-5118 ; 0021-8561
    ISSN (online) 1520-5118
    ISSN 0021-8561
    DOI 10.1021/acs.jafc.3c05854
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  8. Article ; Online: Use of Conglomerate Mixed Crystals to Deracemize a Stable Racemic-Compound-Forming System.

    Pinètre, Clément / Gendron, François-Xavier / Kuroda, Reiko / Oketani, Ryusei / Aupetit, Christian / Buffeteau, Thierry / Coquerel, Gérard

    Chemistry (Weinheim an der Bergstrasse, Germany)

    2023  Volume 29, Issue 27, Page(s) e202300441

    Abstract: Deracemization extended to racemic-compound-forming systems is demonstrated. We present here the first results of an alternative for the resolution of systems that exhibit a stable racemic compound but also a closely related conglomerate-forming system. ... ...

    Abstract Deracemization extended to racemic-compound-forming systems is demonstrated. We present here the first results of an alternative for the resolution of systems that exhibit a stable racemic compound but also a closely related conglomerate-forming system. If the couples of enantiomers forming the racemic compound and the enantiomers of the stable conglomerate can syncrystallize in mirror-related partial solid solutions, it is possible to deracemize the racemic mixture of mixed crystals to access to a single handedness. The evidence for this possibility is given in three examples by using temperature-cycling-induced deracemization.
    Language English
    Publishing date 2023-04-04
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 1478547-X
    ISSN 1521-3765 ; 0947-6539
    ISSN (online) 1521-3765
    ISSN 0947-6539
    DOI 10.1002/chem.202300441
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  9. Article: Deciphering the Orientation of the Aromatic Spacer Cation in Bilayer Perovskite Solar Cells through Spectroscopic Techniques

    Pegu, Meenakshi / Kazim, Samrana / Buffeteau, Thierry / Bassani, Dario M. / Ahmad, Shahzada

    ACS applied materials & interfaces. 2021 Sept. 30, v. 13, no. 40

    2021  

    Abstract: Slowing the degradation of perovskite-based solar cells (PSCs) is of substantial interest. We engineered the surface by introducing a hydrophobic overlayer on a three-dimensional (3D) perovskite using fluorinated or nonfluorinated aryl ammonium cation ... ...

    Abstract Slowing the degradation of perovskite-based solar cells (PSCs) is of substantial interest. We engineered the surface by introducing a hydrophobic overlayer on a three-dimensional (3D) perovskite using fluorinated or nonfluorinated aryl ammonium cation spacers. The placement of a fluoroarene cation allows the formation of a bilayer structure, that is, layered/3D perovskites. By doing so, the surface hydrophobic character increases notably by the virtue of the perfluorinated benzene moiety. The fabricated devices thereof gave higher performance and longevity than control devices in addition to boosting reliability. The fluoro-phenethylammonium iodide (FPEAI)-based devices showed lower nonradiative carrier recombination. To decipher the orientation of the spacer cation in this bilayer structure, we probed the surface by polarization-modulated infrared reflection–absorption spectroscopy and noted substantial differences in the orientation due to the presence of fluorine substitution. We hypothesize that the stronger van der Waals interactions due to the higher electronegativity in FPEAI govern the orientation and performance enhancement and act as a barrier to moisture decomposition.
    Keywords ammonium ; benzene ; fluorine ; hydrophobicity ; iodides ; longevity ; moieties ; spectroscopy ; van der Waals forces
    Language English
    Dates of publication 2021-0930
    Size p. 48219-48227.
    Publishing place American Chemical Society
    Document type Article
    ISSN 1944-8252
    DOI 10.1021/acsami.1c13166
    Database NAL-Catalogue (AGRICOLA)

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  10. Article: Silane-Based SAMs Deposited by Spin Coating as a Versatile Alternative Process to Solution Immersion

    Rouvière, Lisa / Al-Hajj, Nisreen / Hunel, Julien / Aupetit, Christian / Buffeteau, Thierry / Vellutini, Luc / Genin, Emilie

    Langmuir. 2022 May 11, v. 38, no. 20

    2022  

    Abstract: Functionalization of silica surfaces with silane-based self-assembled monolayers (SAMs) is widely used in material sciences to tune surface properties and introduce terminal functional groups enabling subsequent chemical surface reactions and ... ...

    Abstract Functionalization of silica surfaces with silane-based self-assembled monolayers (SAMs) is widely used in material sciences to tune surface properties and introduce terminal functional groups enabling subsequent chemical surface reactions and immobilization of (bio)molecules. Here, we report on the synthesis of four organotrimethoxysilanes with various molecular structures and we compare their grafting by spin coating with the one performed by the conventional solution immersion method. Strikingly, this study clearly demonstrates that the spin coating technique is a versatile, fast, and more convenient alternative process to prepare robust, smooth, and homogeneous SAMs with similar properties and quality as those deposited via immersion. SAMs were characterized by PM-IRRAS, AFM, and wettability measurements. SAMs can undergo several chemical surface modifications, and the reactivity of amine-terminated SAM was confirmed by PM-IRRAS and fluorescence measurements.
    Keywords fluorescence ; silica ; wettability
    Language English
    Dates of publication 2022-0511
    Size p. 6464-6471.
    Publishing place American Chemical Society
    Document type Article
    ZDB-ID 2005937-1
    ISSN 1520-5827 ; 0743-7463
    ISSN (online) 1520-5827
    ISSN 0743-7463
    DOI 10.1021/acs.langmuir.2c00668
    Database NAL-Catalogue (AGRICOLA)

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