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The Behavior of Acid Halides Toward Lewis Acids and Lewis Bases
Author(s) -
Lindner Ekkehard
Publication year - 1970
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.197001141
Subject(s) - lewis acids and bases , chemistry , halide , adduct , halogen , sulfuric acid , acceptor , medicinal chemistry , organic chemistry , polymer chemistry , catalysis , alkyl , physics , condensed matter physics
Reactions of some typical acid halides of carbonic and trithiocarbonic acids and of orthophosphoric and sulfuric acids with Lewis acids and Lewis bases are compared. Acylium, perfluoroacylium, thioacylium, and even sulfonylium ions are obtainable with Lewis acids. It is possible by conductivity measurements and by electronic and above all IR spectroscopic investigations to determine whether the 1:1 adducts of acid halides and Lewis compounds are acylium or sulfonylium salts or donor‐acceptor complexes. In the reaction with Lewis bases, the halogen atom in the acid halide is replaced by the electron donor, generally with formation of nonpolar molecular compounds or complexes.