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Communication | Regular issue | Vol 106, No. 5, 2023, pp.841-846
Published online, 20th March, 2023
DOI: 10.3987/COM-23-14820
■ Syntheses of Two New Fluorous Crown Ethers Carrying Sugar Molecules with a Multivalent Bfp Modification: Investigations of Their Partition Ratios in Fluorous Biphasic Systems and Recyclability During Acetoxylation Reaction

Takashi Yamanoi,* Kenji Koike, Taro Koda, and Yoshiki Oda

*Faculty of Pharmacy and Pharmaceutical Sciences, Josai University, 1-1 Keyakidai, Sakado, Saitama 350-0295, Japan

Abstract

This paper describes the design and synthesis of two new fluorous crown ethers (named 1 and 2) carrying sugar molecules modified with multivalent Bfp. Subsequently, we investigated their partition ratios in biphasic systems using FC 72 and several organic solvents. Then, we assessed the activities of 1 or 2 in an FC 72/acetonitrile biphasic system via the acetoxylation reaction using 2-(bromomethyl)naphthalene and potassium acetate, followed by examinations of their recyclability in a two-layer system based on their immobilization in an FC 72 solvent during the acetoxylation reactions.