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Letters in Organic Chemistry

Author(s): Takashi Yamanoi, Kenji Koike and Yoshiki Oda*

DOI: 10.2174/1570178620666230830125327

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Preparation of Fluorous Aza-crown Ether with Two Bisfluorous Chain Type Propionyl Groups: An Investigation of its Partition Ratios in Fluorous Biphasic Systems and Recyclability During SN2-type Acetoxylation Reactions

Page: [12 - 15] Pages: 4

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Abstract

In this study, a new fluorous aza-crown ether derivative (1) conjugated with two Bfp (bisfluorous chain type propionyl) groups was prepared; then, the partition ratios of 1 in biphasic systems using FC 72 and several organic solvents were investigated. Next, the activities of 1 in an FC 72/acetonitrile biphasic system were assessed via the SN2-type acetoxylation reaction using 2- (bromomethyl)naphthalene and potassium acetate. Finally, the recyclability of 1 in a two-layer system based on its immobilization in an FC 72 solvent was examined during acetoxylation reactions.

Keywords: Fluorous tag, aza-crown ether, fluorous biphasic system, partition rations, acetoxylation, recyclability.