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The Chemistry of Dichloromethylenammonium Salts (“Phosgenimonium Salts”)
Author(s) -
Viehe Heinz Günter,
Janousek Zdenek
Publication year - 1973
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.197308061
Subject(s) - chemistry , electrophile , reagent , carbon atom , chlorine , chloride , carbon fibers , chlorine atom , atom (system on chip) , organic chemistry , combinatorial chemistry , medicinal chemistry , ring (chemistry) , catalysis , composite number , materials science , computer science , composite material , embedded system
Dichloromethylenammonium salts, particularly dichloromethylenedimethylammonium chloride, occupy a unique place as stable but reactive building blocks for synthesis. They contain three mobile chlorine atoms activated by an amino group on the same carbon atom. These salts can be regarded as chlorinated Vilsmeier or Mannich reagents and are thus at a higher oxidation level. As in the Mannich or Vilsmeier reaction, the carbon condenses here as an electrophile with formation of CC or Chetero atom bonds in a variety that is still far from being exhausted.