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

Author:

Yamanoi Takashi1,Koike Kenji2,Oda Yoshiki3

Affiliation:

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

2. Department of Chemistry, School of Science, Tokai University, 4-1-1 Kitakaname, Hiratsuka, Kanagawa 259-1292, Japan

3. Technology Joint Management Office, Tokai University, 4-1-1 Kitakaname, Hiratsuka, Kanagawa 259-1292, Japan

Abstract

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.

Publisher

Bentham Science Publishers Ltd.

Subject

Organic Chemistry,Biochemistry

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