Novel class of non-ionic monocatenary and bolaform alkylglycoside surfactants. Synthesis by microwave-assisted glycosylation and olefin cross-metathesis or by 'click-chemistry': physicochemical studies

Virginie Neto (1) , Robert Granet (1) , Pierre Krausz (1)

1 LCSN - Laboratoire de Chimie des Substances Naturelles

We develop herein the synthesis of a new class of monocatenary and bolaform surfactants from d-glucose, d-galactose and lactose. Two main pathways have been investigated: microwave-assisted glycosylation followed by olefin cross-metathesis, and the one-step click-chemistry methodology. Tensioactive properties of these new compounds have been studied in order to characterize the physicochemical behaviour of these new carbohydrate-based compounds in water.

Mots clés: Surfactants; Alkylglycosides; Carbohydrate; Microwave; Cross-metathesis; CuAAC click-chemistry

Domaines: Chimie; Chimie organique

Virginie Neto, Robert Granet, Pierre Krausz. Novel class of non-ionic monocatenary and bolaform alkylglycoside surfactants. Synthesis by microwave-assisted glycosylation and olefin cross-metathesis or by 'click-chemistry': physicochemical studies. Tetrahedron, 2010, 66 (25), pp.4633-4646. ⟨10.1016/j.tet.2010.03.115⟩. ⟨hal-00697156⟩