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Isomerization of Halogenated Cyclopentene over a NH 4 F Catalyst
Author(s) -
Zhang Chengping,
Hu Ruzhu,
Qing Feiyao,
Quan Hengdao
Publication year - 2016
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201600055
Subject(s) - cyclopentene , isomerization , chemistry , catalysis , halogen , atom (system on chip) , fluorine , medicinal chemistry , photochemistry , stereochemistry , organic chemistry , alkyl , computer science , embedded system
The mechanism of the halogen‐transfer isomerization of halogenated cyclopentene was investigated over a NH 4 F catalyst in DMF. This catalytic system was to have the unique ability to isomerize halogenated cyclopentene selectively. The process of migration of the F atom in the 3‐position on the C(sp 3 ) atom to the 4‐position on the C(sp 3 ) atom is in chemical equilibrium, whereas the process of migration of the F atom in the 2‐position on the C(sp 2 ) atom to the 3‐position on the C(sp 3 ) atom is not. Therefore, halogenated cyclopentene containing fluorine on either the C(sp 3 ) or C(sp 2 ) atom could be prepared selectively in terms of the NH 4 F catalyst.