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Papers by celine besset

Research paper thumbnail of Recent progress in the synthesis of carbohydrate-based amphiphilic materials: the examples of sucrose and isomaltulose

Carbohydrate Research, 2008

In the context of the use of carbohydrates obtained from agricultural crops, the search for amphi... more In the context of the use of carbohydrates obtained from agricultural crops, the search for amphiphilic derivatives is one of the most developed aspects. Indeed, due to the high polarity and the functional richness of sugars, many different structures can be targeted, with a wide range of physicochemical properties, either for large scale products of industrial interest, or for fine applications at the chemistry-biology interface. Among carbohydrates arising from agricultural resources, sucrose is especially interesting because of its very large production scale in the world (ca. 160Mt/year, ca. 20Mt/year of which in the European Community). Here, we describe the research accomplished in our group dealing with the synthesis and the study of the properties of amphiphilic derivatives prepared from sucrose as well as from another very available disaccharide, isomaltulose.

Research paper thumbnail of Direct azidation of unprotected carbohydrates under Mitsunobu conditions using hydrazoic acid

Tetrahedron Letters, 2009

A single step procedure for the direct and regioselective synthesis of carbohydrate azides from u... more A single step procedure for the direct and regioselective synthesis of carbohydrate azides from unprotected sugars using hydrazoic acid under Mitsunobu conditions is reported. A series of mono-, di-, or triazido polyhydroxylated systems are described.

Research paper thumbnail of Reactivity of melezitose and raffinose under Mitsunobu reaction conditions

Carbohydrate Research, 2008

The reactivity of melezitose and raffinose under Mitsunobu conditions was studied within the scop... more The reactivity of melezitose and raffinose under Mitsunobu conditions was studied within the scope of the use of trisaccharides for the synthesis of fatty acid esters. Melezitose led to esters with preferential substitution at primary positions following the order of reactivity 6 00 > 6 > 6 0 . Raffinose proved to be very reluctant toward ester formation in these conditions, leading mainly to the new 3 00 ,6 00 -anhydroraffinose.

Research paper thumbnail of Bio-Sourced Networks from Thermal Polyaddition of a Starch-Derived α-Azide-ω-Alkyne AB Monomer with an A 2 B 2 Aliphatic Cross-linker

Macromolecules, 2010

A starch-derived α-azide-ω-alkyne 1,4:3,6-dianhydrohexitol AB monomer and a novel symmetrical het... more A starch-derived α-azide-ω-alkyne 1,4:3,6-dianhydrohexitol AB monomer and a novel symmetrical heterofunctional A 2 B 2 aliphatic cross-linker, ie, 2,2-bis(azidomethyl)-1,3-bis(O-propargyl) propanediol, were copolymerized at various molar ratios to generate biosourced ...

Research paper thumbnail of Copper-Catalyzed vs Thermal Step Growth Polymerization of Starch-Derived α-Azide−ω-Alkyne Dianhydrohexitol Stereoisomers: To Click or Not To Click

Macromolecules, 2010

Title: Copper-Catalyzed vs Thermal Step Growth Polymerization of Starch-Derivedalpha-Azide-omega-... more Title: Copper-Catalyzed vs Thermal Step Growth Polymerization of Starch-Derivedalpha-Azide-omega-Alkyne Dianhydrohexitol Stereoisomers: To Click or Not To Click? Authors: Besset, Céline; Binauld, Sandra; Ibert, Mathias ...

Research paper thumbnail of Bio-Sourced Networks from Thermal Polyaddition of a Starch-Derived α-Azide-ω-Alkyne AB Monomer with an A 2 B 2 Aliphatic Cross-linker

Macromolecules, 2010

A starch-derived α-azide-ω-alkyne 1,4:3,6-dianhydrohexitol AB monomer and a novel symmetrical het... more A starch-derived α-azide-ω-alkyne 1,4:3,6-dianhydrohexitol AB monomer and a novel symmetrical heterofunctional A 2 B 2 aliphatic cross-linker, ie, 2,2-bis(azidomethyl)-1,3-bis(O-propargyl) propanediol, were copolymerized at various molar ratios to generate biosourced ...

Research paper thumbnail of Copper-Catalyzed vs Thermal Step Growth Polymerization of Starch-Derived α-Azide−ω-Alkyne Dianhydrohexitol Stereoisomers: To Click or Not To Click

Macromolecules, 2010

Title: Copper-Catalyzed vs Thermal Step Growth Polymerization of Starch-Derivedalpha-Azide-omega-... more Title: Copper-Catalyzed vs Thermal Step Growth Polymerization of Starch-Derivedalpha-Azide-omega-Alkyne Dianhydrohexitol Stereoisomers: To Click or Not To Click? Authors: Besset, Céline; Binauld, Sandra; Ibert, Mathias ...

Research paper thumbnail of 1-Chloro-1,3,3,5,5-pentaphenoxycyclotriphosphazene: a precursor of functionalized cyclophosphazene derivatives

Acta Crystallographica Section C-crystal Structure Communications, 2004

... SHELXL97. University of Göttingen. Germany.] ); molecular graphics: ORTEP-3 (Farrugia, 1997 [... more ... SHELXL97. University of Göttingen. Germany.] ); molecular graphics: ORTEP-3 (Farrugia, 1997 [Farrugia, LJ (1997). J. Appl. Cryst. ... CAD-4-PC Software. Version 2.0. Enraf-Nonius, Delft, The Netherlands. Farrugia, LJ (1997). J. Appl. Cryst. 30, 565. ...

Research paper thumbnail of Recent progress in the synthesis of carbohydrate-based amphiphilic materials: the examples of sucrose and isomaltulose

Carbohydrate Research, 2008

In the context of the use of carbohydrates obtained from agricultural crops, the search for amphi... more In the context of the use of carbohydrates obtained from agricultural crops, the search for amphiphilic derivatives is one of the most developed aspects. Indeed, due to the high polarity and the functional richness of sugars, many different structures can be targeted, with a wide range of physicochemical properties, either for large scale products of industrial interest, or for fine applications at the chemistry-biology interface. Among carbohydrates arising from agricultural resources, sucrose is especially interesting because of its very large production scale in the world (ca. 160Mt/year, ca. 20Mt/year of which in the European Community). Here, we describe the research accomplished in our group dealing with the synthesis and the study of the properties of amphiphilic derivatives prepared from sucrose as well as from another very available disaccharide, isomaltulose.

Research paper thumbnail of Direct azidation of unprotected carbohydrates under Mitsunobu conditions using hydrazoic acid

Tetrahedron Letters, 2009

A single step procedure for the direct and regioselective synthesis of carbohydrate azides from u... more A single step procedure for the direct and regioselective synthesis of carbohydrate azides from unprotected sugars using hydrazoic acid under Mitsunobu conditions is reported. A series of mono-, di-, or triazido polyhydroxylated systems are described.

Research paper thumbnail of Reactivity of melezitose and raffinose under Mitsunobu reaction conditions

Carbohydrate Research, 2008

The reactivity of melezitose and raffinose under Mitsunobu conditions was studied within the scop... more The reactivity of melezitose and raffinose under Mitsunobu conditions was studied within the scope of the use of trisaccharides for the synthesis of fatty acid esters. Melezitose led to esters with preferential substitution at primary positions following the order of reactivity 6 00 > 6 > 6 0 . Raffinose proved to be very reluctant toward ester formation in these conditions, leading mainly to the new 3 00 ,6 00 -anhydroraffinose.

Research paper thumbnail of Bio-Sourced Networks from Thermal Polyaddition of a Starch-Derived α-Azide-ω-Alkyne AB Monomer with an A 2 B 2 Aliphatic Cross-linker

Macromolecules, 2010

A starch-derived α-azide-ω-alkyne 1,4:3,6-dianhydrohexitol AB monomer and a novel symmetrical het... more A starch-derived α-azide-ω-alkyne 1,4:3,6-dianhydrohexitol AB monomer and a novel symmetrical heterofunctional A 2 B 2 aliphatic cross-linker, ie, 2,2-bis(azidomethyl)-1,3-bis(O-propargyl) propanediol, were copolymerized at various molar ratios to generate biosourced ...

Research paper thumbnail of Copper-Catalyzed vs Thermal Step Growth Polymerization of Starch-Derived α-Azide−ω-Alkyne Dianhydrohexitol Stereoisomers: To Click or Not To Click

Macromolecules, 2010

Title: Copper-Catalyzed vs Thermal Step Growth Polymerization of Starch-Derivedalpha-Azide-omega-... more Title: Copper-Catalyzed vs Thermal Step Growth Polymerization of Starch-Derivedalpha-Azide-omega-Alkyne Dianhydrohexitol Stereoisomers: To Click or Not To Click? Authors: Besset, Céline; Binauld, Sandra; Ibert, Mathias ...

Research paper thumbnail of Bio-Sourced Networks from Thermal Polyaddition of a Starch-Derived α-Azide-ω-Alkyne AB Monomer with an A 2 B 2 Aliphatic Cross-linker

Macromolecules, 2010

A starch-derived α-azide-ω-alkyne 1,4:3,6-dianhydrohexitol AB monomer and a novel symmetrical het... more A starch-derived α-azide-ω-alkyne 1,4:3,6-dianhydrohexitol AB monomer and a novel symmetrical heterofunctional A 2 B 2 aliphatic cross-linker, ie, 2,2-bis(azidomethyl)-1,3-bis(O-propargyl) propanediol, were copolymerized at various molar ratios to generate biosourced ...

Research paper thumbnail of Copper-Catalyzed vs Thermal Step Growth Polymerization of Starch-Derived α-Azide−ω-Alkyne Dianhydrohexitol Stereoisomers: To Click or Not To Click

Macromolecules, 2010

Title: Copper-Catalyzed vs Thermal Step Growth Polymerization of Starch-Derivedalpha-Azide-omega-... more Title: Copper-Catalyzed vs Thermal Step Growth Polymerization of Starch-Derivedalpha-Azide-omega-Alkyne Dianhydrohexitol Stereoisomers: To Click or Not To Click? Authors: Besset, Céline; Binauld, Sandra; Ibert, Mathias ...

Research paper thumbnail of 1-Chloro-1,3,3,5,5-pentaphenoxycyclotriphosphazene: a precursor of functionalized cyclophosphazene derivatives

Acta Crystallographica Section C-crystal Structure Communications, 2004

... SHELXL97. University of Göttingen. Germany.] ); molecular graphics: ORTEP-3 (Farrugia, 1997 [... more ... SHELXL97. University of Göttingen. Germany.] ); molecular graphics: ORTEP-3 (Farrugia, 1997 [Farrugia, LJ (1997). J. Appl. Cryst. ... CAD-4-PC Software. Version 2.0. Enraf-Nonius, Delft, The Netherlands. Farrugia, LJ (1997). J. Appl. Cryst. 30, 565. ...