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The Evolution of Fe‐catalyzed Nucleophilic Activation of Acceptor‐substituted Vinyl‐ and Arylcyclopropanes
Author(s) -
Lin CheHung,
Plietker Bernd
Publication year - 2016
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.201500085
Subject(s) - chemistry , catalysis , reactivity (psychology) , nucleophile , cycloaddition , acceptor , allylic rearrangement , photochemistry , nucleophilic substitution , polymer chemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , physics , condensed matter physics , medicine , alternative medicine , pathology
Acceptor‐substituted vinyl‐ (VCP) and arylcyclopropanes (ACP) are reactive substrates for nucleophilic activation using Bu 4 N[Fe(CO) 3 (NO)] (TBA[Fe]). In this account, the application of this catalytic strategy in traceless allylic substitution, [3+2]‐cycloaddition, and Cloke‐Wilson rearrangement will be presented. Additional information, derived from detailed spectroscopic and theoretical investigations, is discussed. These results not only lead to a deeper understanding of the reactivity of the catalyst in VCP and ACP activation, but also set the stage for a new type of catalyst activation using photochemical irradiation at 415 nm.