An entirely new methodology for synthesizing perfluorinated compounds: synthesis of perfluoroalkanesulfonyl fluorides from non-fluorinated compounds

被引：10

作者：

Okazoe, T ^{[1
]}

Murotani, E ^{[1
]}

Watanabe, K ^{[1
]}

Itoh, M ^{[1
]}

Shirakawa, D ^{[1
]}

Kawahara, K ^{[1
]}

Kaneko, I ^{[1
]}

Tatematsu, S ^{[1
]}

机构：

[1] Asahi Glass Co Ltd, Res Ctr, Kanagawa Ku, Yokohama, Kanagawa 2218755, Japan

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2004年 / 125卷 / 11期

关键词：

alkanesulfonyl fluorides; acyl fluorides; direct fluorination; fluorine; ion exchange; PERFECT process; bond cleavage;

D O I：

10.1016/j.jfluchem.2004.09.024

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A new synthetic procedure for the preparation of perfluoroalkanesulfonyl fluorides utilizing liquid-phase direct fluorination with elemental fluorine has been developed. Direct fluorination of a partially fluorinated ester, which has alkanesulfonyl fluoride in the end, was synthesized from non-fluorinated counterparts and perfluorinated acid fluoride according to the PERFECT process, gave the desired perfluorinated product in moderate yield as well as by-products arising from C-S bond cleavage. The results of the direct fluorination of some model substrates suggest that the C-S bond cleavage occurred due to radical formation at the alpha-position rather than the beta-position. (C) 2004 Elsevier B.V. All rights reserved.

引用

页码：1695 / 1701

页数：7

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