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Die Addition von Fluorcarbenen an Norbornadien: Eine Homo‐1,4‐addition
Author(s) -
Jefford Charles W.,
Kabengele Ntanda,
Kovacs Josef,
Burger Ulrich
Publication year - 1974
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19740570110
Subject(s) - chemistry , difluorocarbene , norbornadiene , adduct , quadricyclane , octane , stereochemistry , medicinal chemistry , organic chemistry , catalysis
Abstract It has been found that difluorocarbene undergoes extensive addition to the endo ‐face of norbornadiene, yeilding the cheletropic adduct, 4.4‐difluorotetracyclo[3.3.0.0 2,8 .0 3,6 ]‐octane. Similar behaviour has been observed for fluorochlorocarbene. Possible mechanisms to rationalize this novel behaviour of carbenes are discussed.