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Synthetic assembly of two β-cyclodextrins through a trehalose moiety as a linker

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Abstract Synthetic assembly of two β-cyclodextrins (CDs) was efficiently accomplished using a 6,6′-di-iodotrehalose derivative as a unique linker by means of a one-pot reaction in liquid ammonia for Birch reduction… Click to show full abstract

Abstract Synthetic assembly of two β-cyclodextrins (CDs) was efficiently accomplished using a 6,6′-di-iodotrehalose derivative as a unique linker by means of a one-pot reaction in liquid ammonia for Birch reduction and subsequent SN2 replacement. The unique sulfide-linked CD dimer displayed a wider hydrophobic region due to the cavity of the CDs and a part of similar structure of a trehalose linker. An inclusion property of the CD dimer was tentatively examined using TNS (2-p-toluidinylnaphthalene-6-sulfonate) as a model guest compound.

Keywords: assembly two; trehalose moiety; synthetic assembly; two cyclodextrins; linker; cyclodextrins trehalose

Journal Title: Tetrahedron Letters
Year Published: 2021

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