REACTIONS OF CYCLOALKANECARBOXYLIC ACIDS WITH SF4-CENTER-DOT .4. FLUORINATION OF CYCLOHEXANEDICARBOXYLIC ACIDS WITH SF4

Authors
ALEXEENKO AN NAZARETIAN VP
Citation
An. Alexeenko et Vp. Nazaretian, REACTIONS OF CYCLOALKANECARBOXYLIC ACIDS WITH SF4-CENTER-DOT .4. FLUORINATION OF CYCLOHEXANEDICARBOXYLIC ACIDS WITH SF4, Journal of fluorine chemistry, 69(3), 1994, pp. 241-247
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
Journal title
Journal of fluorine chemistry → ACNP
ISSN journal
00221139
Volume
69
Issue
3
Year of publication
1994
Pages
241 - 247
Database
ISI
SICI code
0022-1139(1994)69:3<241:ROCAWS>2.0.ZU;2-H
Abstract
Fluorination of trans-cyclohexan-1,2-dicarboxylic acid with SF4 yields a cyclization product with a trans configuration, 7,9,9-tetrafluoro-t rans-8-oxabicyclo[4.2.0]nonane. On heating 7,7,9,9-tetrafluoro-cis-8-o xabicyclo[4.2.0]nonane with HF, trans-2-trifluoromethylcyclohexanecarb onyl fluoride and trans-1,2-bis-(fluoroformyl)cyclohexane are obtained as major products. Cyclization was not observed on fluorination of ci s-cyclohexan-1,3-dicarboxylic acid with SF4.