Fluorine chemistry - Wittig based synthesis of volatile organofluorine compounds

被引：4

作者：

Bhadury, PS ^{[1
]}

Singh, S ^{[1
]}

Sharma, M ^{[1
]}

Palit, M ^{[1
]}

Jaiswal, DK ^{[1
]}

机构：

[1] Def Res & Dev Estab, Synthet Chem Div, Gwalior 474002, India

来源：

CANADIAN JOURNAL OF CHEMISTRY | 2004年 / 82卷 / 07期

关键词：

difluoromethylene phosphonium ylides; perfluoroisobutylene; tetrafluoroethylene; perfluorocyclobutane; 1H-heptafluoropropane;

D O I：

10.1139/V04-058

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A simple and practical method has been developed for the synthesis and characterization of several interesting classes of volatile organofluorine compounds from fluorophosphonium salts via their in situ generated corresponding ylides. The fluorinated phosphonium ylides react with hexafluoroacetone in DMF to generate perfluoroisobutylene, whereas in the presence of bromine or iodine containing electrophiles, tetrafluoroethylene, perfluoro-2-butene, perfluorocyclobutane, and 1H-heptafluoropropane are obtained.

引用

页码：1186 / 1191

页数：6

共 18 条

[1] Synthesis of 2-phenylperfluoropropene and 1,1,1,3,3,3-hexafluoro-2-phenylpropane
Bhadury, PS
Pant, BP
Palit, M
Jaiswal, DK
[J]. JOURNAL OF FLUORINE CHEMISTRY, 1997, 85 (02) : 115 - 116
[2] Synthesis, characterisation and mass spectrometric fragmentation of O-(chlorodifluoroacylated) alcohols
Bhadury, PS
Palit, M
Sharma, M
Raza, SK
Jaiswal, DK
[J]. JOURNAL OF FLUORINE CHEMISTRY, 2002, 113 (01) : 47 - 50
[3] Fluorinated phosphonium ylides: versatile in situ Wittig intermediates in the synthesis of hydrofluorocarbons
Bhadury, PS
Palit, M
Sharma, M
Raza, SK
Jaiswal, DK
[J]. JOURNAL OF FLUORINE CHEMISTRY, 2002, 116 (01) : 75 - 80
[4] BHADURY PS, 2002, THESIS JIWAJI U GWAL
[5] The reactions of perfluoroisobutene on metal-impregnated charcoal
Biesinger, MC
McIntyre, NS
Splinter, SJ
Liang, S
[J]. CARBON, 1997, 35 (04) : 463 - 470
[6] BILOSKI J, 1980, SYNTHESIS-STUTTGART, P810
[7] THE PREPARATION AND SOME PROPERTIES OF THE C4F8 OLEFINS
BRICE, TJ
LAZERTE, JD
HALS, LJ
PEARLSON, WH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (11) : 2698 - 2702
[8] The Iowa connection
Burton, DJ
[J]. JOURNAL OF FLUORINE CHEMISTRY, 1999, 100 (1-2) : 177 - 199
[9] Fluorinated ylides and related compounds
Burton, DJ
Yang, ZY
Qiu, WM
[J]. CHEMICAL REVIEWS, 1996, 96 (05) : 1641 - 1715
[10] A REMARKABLY SIMPLE PREPARATION OF (TRIFLUOROMETHYL)CADMIUM AND (TRIFLUOROMETHYL) ZINC REAGENTS DIRECTLY FROM DIFLUORODIHALOMETHANES
BURTON, DJ
WIEMERS, DM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (17) : 5014 - 5015

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