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

共 50 条

[41] SYNTHESIS OF NEW PYRAZINE COMPOUNDS FROM DIAMINOMALEONITRILE
TSUDA, T
UEDA, H
JOURNAL OF THE AGRICULTURAL CHEMICAL SOCIETY OF JAPAN, 1978, 52 (05): : 213 - 217
[42] Synthesis of new fluorescent compounds from benzimidazole
Pordel, Mehdi
JOURNAL OF CHEMICAL RESEARCH, 2012, (10) : 595 - 597
[43] New 19F NMR methodology reveals structures of molecules in complex mixtures of fluorinated compounds
Smith, Alan J. R.
York, Richard
Uhrin, Dusan
Bell, Nicholle G. A.
CHEMICAL SCIENCE, 2022, 13 (13) : 3766 - 3774
[44] A NEW METHOD OF SYNTHESIZING S STEROID COMPOUNDS - A COMPLETE SYNTHESIS OF DL-8-ISOESTRONE
LEONOV, VN
TORGOV, IV
ANANCHENKO, SN
DOKLADY AKADEMII NAUK SSSR, 1961, 138 (02): : 384 - &
[45] A NEW WAY OF SYNTHESIZING STEROID COMPOUNDS - THE SYNTHESIS OF D-HOMOEQUILENIN AND D-HOMOISOEQUILENIN
ANANCHENKO, SN
TORGOV, IV
DOKLADY AKADEMII NAUK SSSR, 1959, 127 (03): : 553 - 556
[46] Synthesis and Characterization of Some New Heterocyclic Compounds Derived from Thiosemicarbazide (A Response Surface Methodology Approach)
AL-Khazraji, Shaima Ibraheem Chyad
Ahmed, Luma M.
CHEMICAL METHODOLOGIES, 2022, 6 (02): : 157 - 165
[47] Occurrence of Perfluorinated Compounds in Raw Water from New Jersey Public Drinking Water Systems
Post, Gloria B.
Louis, Judith B.
Lippincott, R. Lee
Procopio, Nicholas A.
ENVIRONMENTAL SCIENCE & TECHNOLOGY, 2013, 47 (23) : 13266 - 13275
[48] Freons in catalytic olefination reaction. Synthesis of fluorinated compounds from the products of olefination
E. S. Balenkova
A. V. Shastin
V. M. Muzalevskiy
V. G. Nenajdenko
Russian Journal of Organic Chemistry, 2016, 52 : 1077 - 1097
[49] Freons in Catalytic Olefination Reaction. Synthesis of Fluorinated Compounds from the Products of Olefination
Balenkova, E. S.
Shastin, A. V.
Muzalevskiy, V. M.
Nenajdenko, V. G.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 52 (08) : 1077 - 1097
[50] SYNTHESIS OF NEW F-ALKYL INTERMEDIATE COMPOUNDS, PRECURSORS OF HIGHLY FLUORINATED CATIONIC SURFACTANTS
SISMONDI, A
ABENIN, P
JONCHERAY, L
CAMBON, A
JOURNAL OF FLUORINE CHEMISTRY, 1992, 59 (01) : 127 - 132

← 1 2 3 4 5 →