Carbon as Leaving Group—Stereochemistry of nucleophilic Substitution | Zendy

Kirmse Wolfgang | Zendy; Zander Klaus | Zendy

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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.

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