NOVEL SYNTHESIS OF PERFLUOROALKYLATED PHENYLBORONIC ACID WITH LOW PKA USING BIS(HEPTAFLUOROBUTYRYL)PEROXIDE AS PERFLUOROALKYLATION REAGENT

被引：7

作者：

SHIINO, D

KIM, YJ

MURATA, Y

YAMAGUCHI, M

KATAOKA, K

KOYAMA, Y

YOKOYAMA, M

OKANO, T

SAKURAI, Y

机构：

[1] INT CTR BIOMAT SCI, YAMAZAKI 2669, NODA, CHIBA 278, JAPAN

[2] NOF CORP, TSUKUBA RES LAB, TSUKUBA, IBARAKI 30026, JAPAN

[3] SCI UNIV TOKYO, DEPT MAT SCI, NODA, CHIBA 278, JAPAN

[4] SCI UNIV TOKYO, BIOSCI RES INST, NODA, CHIBA 278, JAPAN

[5] TOKYO WOMENS MED COLL, INST BIOMED ENGN, SHINJUKU KU, TOKYO 162, JAPAN

来源：

CHEMISTRY LETTERS | 1993年 / 10期

关键词：

D O I：

10.1246/cl.1993.1799

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

3-Acetamido-6-heptafluoropropylphenylboronic acid was synthesized by the perfluoroalkylation of 3-acetamidophenylboronic acid (pKa=8.3) with bis(heptafluorobutyryl)peroxide. The perfluoroalkylated phenylboronic acid thus prepared was determined to have a low pKa as 6.6 by potentiometric titration. Lowered pKa suggests that the product has an advantage for binding with polyols under physiological pH, opening a wide application in the field of biological as well as material sciences.

引用

页码：1799 / 1802

页数：4

共 13 条

[1] USE OF POLY(4-VINYLBENZENEBORONIC ACID) RESINS IN FRACTIONATION AND INTERCONVERSION OF CARBOHYDRATES [J].