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Anion Relay Chemistry: Access to the Type II ARC Reaction Manifold through a Fundamentally Different Reaction Pathway Exploiting 1‐Oxa‐2‐silacyclopentanes and Related Congeners
Author(s) -
Smith Amos B.,
Tong Rongbiao,
Kim WonSuk,
Maio William A.
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201103886
Subject(s) - hexamethylphosphoramide , chemistry , ion , relay , arc (geometry) , combinatorial chemistry , computer science , medicinal chemistry , stereochemistry , organic chemistry , physics , mathematics , power (physics) , geometry , quantum mechanics
Distinctly different : Two 1‐oxa‐2‐silacyclopentenes and a saturated congener have been synthesized and demonstrated to provide access to type II anion relay chemistry (ARC) through a fundamentally new mechanistic pathway. Similar to previous studies, but contrary to initial hypothesis, Brook rearrangement additives (hexamethylphosphoramide and CuI) are necessary to promote Si migration and anion capture.