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Cover Feature: Inherent Reactivity of Spiro‐Activated Electrophilic Cyclopropanes (Chem. Eur. J. 64/2021)
Author(s) -
Jüstel Patrick M.,
Stan Alexandra,
Pignot Cedric D.,
Ofial Armin R.
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202103870
Subject(s) - electrophile , reactivity (psychology) , chemistry , sn2 reaction , ring (chemistry) , medicinal chemistry , electrophilic substitution , computational chemistry , transition state , kinetics , stereochemistry , organic chemistry , catalysis , medicine , physics , alternative medicine , pathology , quantum mechanics
The kinetics of ring‐opening reactions with thiophenolates in DMSO were monitored to assess the inherent S N 2 reactivity of electrophilic cyclopropanes. Phenyl‐substituted cyclopropanes reacted faster than their unsubstituted analogues. Variation in the electronic properties of substituents at the phenyl groups of the indandione‐derived cyclopropanes gave rise to parabolic Hammett relationships, which revealed variable electrophile‐dependent effects on the stabilization of the transition states. More information can be found in the Full Paper by A. R. Ofial et al. (DOI: 10.1002/chem.202103027). Artwork by A.S.