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.
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页码：1695 / 1701
页数：7
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