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Carbon as Leaving Group—Stereochemistry of nucleophilic Substitution
Author(s) -
Kirmse Wolfgang,
Zander Klaus
Publication year - 1988
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198815381
Subject(s) - nucleophilic substitution , nucleophile , limiting , carbon atom , leaving group , bicyclic molecule , chemistry , fragmentation (computing) , molecule , stereochemistry , carbon fibers , substitution reaction , substitution (logic) , group (periodic table) , inversion (geology) , medicinal chemistry , organic chemistry , mathematics , ring (chemistry) , computer science , catalysis , paleontology , algorithm , mechanical engineering , programming language , composite number , engineering , operating system , structural basin , biology
The fragmentation of bicyclic molecules such as 1 and 3 (X N 2 ⊕ , OBs) takes place with predominant but incomplete inversion at the electrofugal carbon atom to give 2 and 4 respectively; these reactions must thus be considered as limiting cases of nucleophilic substitution.