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X‐Ray Structure Analysis of an Iminium Ion Generated by Grob Fragmentation
Author(s) -
Hollenstein Sandro,
Laube Thomas
Publication year - 1990
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.199001881
Subject(s) - iminium , fragmentation (computing) , electrophile , nucleophile , ion , chemistry , derivative (finance) , organic chemistry , computer science , financial economics , economics , catalysis , operating system
The first detailed structural information on the intermediate of a Grob fragmentation is provided by iminium ion 1 , which was obtained from a dimethylaminoadamantane derivative. The pyramidalization of the tertiary C atoms of the C C and C N bonds may be interpreted in terms of a nucleophilic‐electrophilic interaction.