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Frontispiece: On the Reactivity of Tetrakis(trifluoromethyl)cyclopentadienone towards Carbon‐Based Lewis Bases
Author(s) -
Holle Sigrid,
Escudero Daniel,
Inés Blanca,
Rust Jörg,
Thiel Walter,
Alcarazo Manuel
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201580761
Subject(s) - umpolung , lewis acids and bases , chemistry , reactivity (psychology) , trifluoromethyl , nucleophile , adduct , medicinal chemistry , frustrated lewis pair , stereochemistry , organic chemistry , catalysis , alkyl , medicine , alternative medicine , pathology
Organic Lewis Acids Tetrakis(trifluoromethyl)cyclopentenedione has been described to form Lewis adducts with phosphines through the oxygen atom. This reactivity is quite counterintuitive as it requires the Umpolung of its carbonyl group. In their Communication on page 2744 ff. , M. Alcarazo et al. investigate the mechanism of this and related transformations, in which N‐heterocyclic carbenes and isonitriles are used as nucleophiles.